Patents & Publications

Patents & Publications

  1. Tetrahedron’s proprietary patents
  • New selenohydroxy acids and their derivatives, applications in nutrition, cosmetics and pharmaceutics (WO2006008190)
  • Process for preparing 2-hydroxy-4-methylselenobutyric acid, alone or as a mixture with its sulphur-containing analogue, and uses thereof in nutrition, in particular in animal nutrition (WO2008049927)
  • Non-photosynthetic micro-organisms enriched with organic selenium from seleno-hydroxyacid compounds, and applications thereof in the fields of nutrition, cosmetics, and pharmaceuticals (WO2010023291)
  • Method for the synthesis of 2-thiohistidine and the like (WO2011042478)
  • Method for the synthesis of ergothioneine and the like (WO2011042480)
  • Organoselenium compounds, methods for producing same, and pharmaceutical uses thereof in particular as antitumor agents (WO2015155453)
  • Novel 5-acylsulfanyl-histidine compounds as precursors of the corresponding 5-sulfanyl-histidines and their disulphides (WO 2015181507)
  • Method for producing pure L-hercynine (WO2016042273)
  1. Tetrahedron’s license
  • Use of L-2-Thiohistidine or one of its derivatives as a depigmenting agent in cosmetics (US2008161377)
  1. Tetrahedron’s publications
  • Simultaneous speciation of selenomethionine and 2-hydroxy-4-methylselenobutanoic acid by HPLC–ICP MS in biological samples -VACCHINA V., MOUTET M., YADAN JC., DE BAENEC F., KUDLA B., LOBINSKI R. – 2010 – J. of Chrom. B, 878:1178-1180
  • Cysteine as a sustainable sulfur reagent for the protecting-group-free synthesis of sulfur-containing amino acids: biomimetic synthesis ofL-ergothioneine in water – ERDELMEIER I., DAUNAY S., LEBEL R., FARESCOUR L., YADAN JC. – 2012 – Green Chem., 14:2256-2265
  • Intake assessment of L-ergothioneine in some European countries and in the United States – RAMIREZ-MARTINEZ A., WESOLEK N., YADAN JC., MOUTET M.,  ROUDOT AC. – 2015 – Human and Ecological Risk Assessment, 22(3):667-677
  • Reproductive safety evaluation of L-ergothioneine – FORSTER R., SPEZIA F., PAPINEAU D., SABADIE C.,ERDELMEIER I., MOUTET M., YADAN JC. – 2015 – Food Chem. Toxicol., 80:85-91
  • Short protecting-group-free synthesis of 5-acetylsulfanyl-histidines in water: novel precursors of 5-sulfanyl-histidine and itsanalogues – DAUNAY S., LEBEL R.,FARESCOUR L., YADAN JC., ERDELMEIER I. – 2016 – Org. Biomol. Chem., 14:10473-10480
  1. Publications

       From 1909 to 2000

  1. New base obtained from ergot of rye. Ergothioneine – TANRET C. – 1909 – C. R. Acad. Sci., 149:222-224
  2. Biosynthesis of ergothioneine and hercynine by mycobacteria – GENGHOF D.S., and VAN DAMME O. – 1964 – J. Bacteriol., 87(4):852-862
  3. Ergothioneine in microorganisms – MELVILLE D.B., GENGHOF D.S., INAMINE E., and KOVALENKO V. – 1956 – J. Biol. Chem., 223(1):9-17
  4. Ergothioneine – MELVILLE D.B. – 1959 – Vitam. Horm., 17:155-204
  5. Biosynthesis of ergothioneine and hercynine by fungi and Actinomycetales – GENGHOF D.S. – 1970 – J. Bacteriol., 103(2):475-478
  6. The enzymatic α-N-methylation of histidine – ISHIKAWA Y., and MELVILLE D.B. – 1970 – J. Biol. Chem., 245(22):5967-5973
  7. Participation of an intermediate sulfoxide in the enzymatic thiolation of the imidazole ring of hercynine to form ergothioneine – ISHIKAWA Y., ISRAEL S.E., and MELVILLE D.B. – 1974 – J. Biol. Chem., 249(14):4420-4427
  8.  [Incidence of herzynine, ergothioneine, homarine, trigonelline, glycocoll betaine, choline, trimethylamine, adenine and almost all amino acids of proteins in Limulus polyphemus L] – ACKERMANN D., and LIST P.H. – 1958 – Hoppe Seylers Z. Physiol. Chem., 313:30-36
  9. The uptake of ergothioneine from the soil into the latex of Hevea brasiliensis – AUDLEY B.G., and TAN C.H. – 1968 – Phytochemistry, 7(11):1999-2000
  10. On the origin of animal ergothioneine – MELVILLE D.B., OTKEN C.C., and KOVALENKO V. – 1955 – J. Biol. Chem., 216:325-331
  11. Blood ergothioneine in the germ-free chicken – MELVILLE D.B., and HORNER W.H. – 1953 – J. Biol. Chem., 202(1):187-191
  12. Studies on ergothioneine. II. Origin of ergothioneine in the animal organs – KONISHI T., TAMAKI N., TUNEMORI F., MASUMITU N., OKUMURA H., and HAMA T. – 1972 – Vitamins, 46(3):127-130
  13. The occurrence of ergothioneine in plant material – MELVILLE D.B., and EICH S. – 1956 – J. Biol. Chem., 218:647-651
  14. Ergothioneine and hercynine in Hevea brasiliensis latex – TAN C.H., and AUDLEY B.G. – 1968 – Phytochemistry, 7(1):109-118
  15. On ergothioneine in blood and diazo-reacting substances in maize – HUNTER G. – 1951 – Biochem. J., 48(3):265-270
  16. Studies on the metabolism of semen. VIII. Ergothioneine as a normal constituent of boar seminal plasma. Purification and crystallization. Site of formation and function – MANN T., and LEONE E. – 1953 – Biochem. J., 53(1):140-148
  17. A method for the determination of ergothioneine in blood – MELVILLE D.B., and LUBSCHEZ R. – 1953 – J. Biol. Chem., 200(1):275-285
  18. Tissue ergothioneine – MELVILLE D.B., HORNER W.H., and LUBSCHEZ R. – 1954 – J. Biol. Chem., 206(1):221-228
  19. Further studies on seminal ergothioneine of the pig – HEATH H., RIMINGTON C., and MANN T. – 1957 – Biochem. J., 65(2):369-373
  20. Semen composition and metabolism in the stallion and jackass – MANN T., MINOTAKIS C.S., and POLGE C. – 1963 – J. Reprod. Fertil., 5:109-122
  21. Ergothioneine in the central nervous system – BRIGGS I. – 1972 – J. Neurochem., 19(27):27-35
  22. Studies on ergothioneine. I. Distribution in the body and the subcellular fractions of liver – HAMA T., KONISHI T., TAMAKI N., TUNEMORI F., and OKUMURA H. – 1972 – Vitamins, 46(3):121-126
  23. Characteristics of the successive jets of ejaculated semen of stallions – KOSINIAK K. – 1975 – J. Reprod. Fertil. Suppl., 23:59-61
  24. Biochemistry of stallion semen – MANN T. – 1975 – J. Reprod. Ferti. Suppl., 23:47-52
  25. Studies on ergothioneine. V. Determination by High Performance Liquid Chromatography and application to metabolic research – MAYUMI T., KAWANO H., SAKAMOTO Y., SUEHISA E., KAWAI Y., and HAMA T. – 1978 – Chem. Pharm. Bull., 26(12):3772-3778
  26. Biochemical components of stallion seminal plasma before and after the breeding season – KOSINIAK K., and BITTMAR A. – 1981 – Anim. Reprod. Sci., 4(1):39-47
  27. Comparison of the 1H and 31P NMR spectra of erythrocytes and plasma from some Australian native animals: Bandicoot, Echidna, Koala, Little Penguin, Tammar Wallaby, Tasmanian Devil, Tree Kangaroo and Wombat – RAE C., SWEENEY K.J.E., KROCKENBERGER A.K., AGAR N.S., GALLAGHER C.H., and KUCHEL P.W. – 1993 – Comp. Haematol. Int., 3(2):71-80
  28. Influence of age and season on certain biochemical constituents of seminal plasma of Arabian horses – ABOU-AHMED M.M., EL-BELELY M.S., ISMAIL S.T., EL-BAGHDADY Y.R.M., and HEMEIDA N.A. – 1993 – Anim. Reprod. Sci., 32(3-4):237-244
  29. Ergothioneine distribution in bovine and porcine ocular tissues – SHIRES T.K., BRUMMEL M.C., PULIDO J.S., and STEGINK L.D. – 1997 – Comp. Biochem. Physiol. C. Pharmacol. Toxicol. Endocrinol., 117(1):117-120
  30. A note on antioxidant capacity of boar seminal plasma – STRZEZEK J., LAPKIEWICZ S., and LECEWICZ M. – 1999 – Anim. Sci. Pap. Rep., 17(4):181-188
  31. Relationship between nonprotein sulfhydryl concentration of seminal fluid and motility of spermatozoa in man – HAAG F.M., and MacLEOD J. – 1959 – J. Appl. Physiol., 14(1):27-30
  32. Ergothioneine content in normal and senile human cataractous lenses – SHUKLA Y., KULSHRESTHA O.P., and KHUTETA K.P. – 1981 – Indian J. Med. Res., 73:472-473
  33. Cloning and characterization of a novel human pH-dependent organic cation transporter, OCTN1 – TAMAI I., YABUUCHI H., NEZU J., SAI Y., OKU A., SHIMANE M., and TSUJI A. – 1997 – FEBS Lett., 419(1):107-111
  34. Novel membrane transporter OCTN1 mediates multispecific, bidirectional, and pH-dependent transport of organic cations – YABUUCHI H., TAMAI I., NEZU J., SAKAMOTO K., OKU A., SHIMANE M., SAI Y., and TSUJI A. – 1999 – J. Pharmacol. Exp. Therap., 289(2):768-773
  35. Some effects of administering ergothioneine to rats – HEATH H., RIMINGTON C., SEARLE C. E., and LAWSON A. – 1952 – Biochem. J., 50(4):530-533
  36. The effect of age, sex and androgen on blood ergothioneine – MacKENZIE J.B., and MacKENZIE C.G. – 1957 – J. Biol. Chem., 225(2):651-658
  37. Studies on ergothioneine. VI. Distribution and fluctuations of ergothioneine in rats – KAWANO H., OTANI M., TAKEYAMA K., KAWAI Y., MAYUMI T., and HAMA T. – 1982 – Chem. Pharm. Bull., 30(5):1760-1765
  38. Transfer of ergothioneine to newborn and weanling rats – ONTKO J.A., and PHILLIPS P.H. – 1957 – Fed. Proceedings, 16(1):229
  39. The antioxidant action of ergothioneine – AKANMU D., CECCHINI R., ARUOMA O.I., and HALLIWELL B. – 1991 – Arch. Biochem. Biophys., 288(1):10-16
  40. Antioxidant action of ergothioneine: Assessment of its ability to scavenge peroxynitrite – ARUOMA O.I., WHITEMAN M., ENGLAND T.G., and HALLIWELL B. – 1997 – Biochem. Biophys. Res. Comm., 231(2):389-391
  41. The reduction of ferryl myoglobin by ergothioneine: a novel function for ergothioneine – ARDUINI A., EDDY L., and HOCHSTEIN P. – 1990 – Arch. Biochem. Biophys., 281(1):41-43
  42. Deactivation of singlet molecular oxygen by thiols and related compounds, possible protectors against skin photosensitivity – ROUGEE M., BENSASSON R.V., LAND E.J., and PARIENTE R. – 1988 – Photochem. Photobiol., 47(4):485-489
  43. Quenching of singlet molecular oxygen by carnosine and related antioxidants. Monitoring 1270-nm phosphorescence in aqueous media – EGOROV S.Y., KURELLA E.G., BOLDYREV A.A., and KRASNOVSKY A.A. Jr – 1997 – Biochem. Mol. Biol. Int., 41(4):687-694
  44. Some prevalent biomolecules as defenses against singlet oxygen damage – DAHL T.A., MIDDEN W.R., and HARTMAN P.E. – 1988 – Photochem. Photobiol., 47(3):357-362
  45. Interaction of ergothioneine with metal ions and metalloenzymes – HANLON D.P. – 1971 – J. Med. Chem., 14(11):1084-1087
  46. Metal complexes of ergothioneine – MOTOHASHI N., MORI I., SUGIURA Y., and TANAKA H. – 1974 – Chem. Pharm. Bull., 22(3):654-657
  47. Complexing of copper ion by ergothioneine – MOTOHASHI N., MORI I., and SUGIURA Y. – 1976 – Chem. Pharm. Bull., 24(10):2364-2368
  48. 2-Imidazolethiones protect ascorbic acid from oxidation induced by copper – SMITH R.C., and GORE J.Z. – 1990 – Biochim. Biophys. Acta, 1034(3):263-267
  49. Ergothioneine, histidine, and two naturally occurring histidine dipeptides as radioprotectors against gamma-irradiation inactivation of bacteriophages T4 and P22 – HARTMAN P.E., HARTMAN Z., and CITARDI M.J. – 1988 – Radiat. Res., 114(2):319-330
  50. Protection against oxidative damage and cell death by the natural antioxidant ergothioneine – ARUOMA O.I., SPENCER J.P., and MAHMOOD N. – 1999 – Food Chem. Toxicol., 37(11):1043-1053
  51. In vitro administration of ergothioneine failed to protect isolated ischaemic and reperfused rabbit heart – CARGNONI A., BERNOCCHI P., CECONI C., CURELLO S., and FERRARI R. – 1995 – Biochim. Biophys. Acta, 1270(2-3):173-178
  52. Studies on ergothioneine. IV. Effect of ergothioneine upon spermatozoa from guinea pigs – HAMA T., OKUMURA H., TAMAKI N., and KONISHI T. – 1973 – Yakugaku Zasshi, 93(3):369-373
  53. Studies on ergothioneine. IX. Ergothioneine stimulates mouse spermatozoa and fertilization in vitro – MAYUMI T., KAWANO H., KAWAI Y., and HAMA T. – 1984 – Dev. Growth Differ., 26(6):563-569
  54. Ergothioneine depletion in rabbit erythrocytes and its effect on methemoglobin formation and reversion – SPICER S.S., WOOLEY J.G., and KESSLER V. – 1951 – Proc. Soc. Exp. Biol. Med., 77(3):418-420
  55. The effect of diet on methemoglobin levels of nitrite-injected rats – MORTENSEN R.A. – 1953 – Arch. Biochem. Biophys., 46(1):241-243
  56. Studies on Ergothioneine. VIII. Preventive effects of ergothioneine on cadmium-induced teratogenesis – MAYUMI T., OKAMOTO K., YOSHIDA K., KAWAI Y., KAWANO H., HAMA T., and TANAKA K. – 1982 – Chem. Pharm. Bull., 30(6):2141-2146
  57. Studies on ergothioneine. X. Effects of ergothioneine on the hepatic drug metabolizing enzyme system and on experimental hepatic injury in rats – KAWANO H., CHO K., HARUNA Y., KAWAI Y., MAYUMI T., and HAMA T. – 1983 – Chem. Pharm. Bull., 31(5):1676-1681
  58. Unbound amino acid concentrations in plasma, erythrocytes, leukocytes and urine of patients with leukemia – McMENAMY R.H., LUND C.C., and WALLACH D.F.H. – 1960 – J. Clin. Invest., 39(11): 1688-1705
  59. Clinical analysis in intact erythrocytes using 1H spin echo NMR – REGLINSKI J., SMITH W.E., WILSON R., BUCHANAN L.M., McKILLOP J.H., THOMSON J.A., BRZESKI M., MARABANI M., and STURROCK R.D. – 1991 – Clin. Chim. Acta, 201(1-2):45-57
  60. 13C-Nuclear magnetic resonance and Raman spectroscopic studies on ionization and mercury complex of ergothioneine – MOTOHASHI N., MORI I., and SUGIURA Y. – 1976 – Chem. Pharm. Bull., 24(8):1737-1741

From 2001-2010

  1. Influence of selected cultural factors and postharvest storage on ergothioneine content of common button mushroom – DUBOST N.J., BEELMAN R.B., and ROYSE D.J. – 2007 – Int. J. of Med. Mushrooms, 9:163-176
  2. Supplementation of methionine enhanced the ergothioneine accumulation in the Ganoderma neo-japonicum mycelia – LEE W.Y., PARK E-J., and AHN J.K. – 2008 – Appl. Biochem. Biotechnol., 158(1):213-221
  3. In vitro reconstruction of mycobacterial ergothioneine biosynthesis – SEEBECK F.P. – 2010 – JACS, 132(19):6632-6633
  4. Ergothioneine accumulation in a medicinal plant Gastrodia elata – PARK E-J., LEE W.Y., KIM S.T., AHN J.K., and BAE E.K. – 2010 – J. Med. Plants Res., 4(12):1141-1147
  5. Dietary sources and antioxidant effects of ergothioneine – EY J., SCHÖMIG E., and TAUBERT D. – 2007 – J. Agric. Food Chem., 15(16):6466-6474
  6. Quantification of polyphenols and ergothioneine in cultivated mushrooms and correlation to total antioxidant capacity – DUBOST N.J., OU B., and BEELMAN R. – 2007 – Food Chem., 105(2):727-735
  7. Characteristics of antioxidant system in dog semen – STRZEZEK R., KOZIOROWSKA-GILUN M., KOWALOWKA M., and STRZEZEK J. – 2009 – Polish J. Vet. Sci., 12(1):55-60
  8. Gene knockout and metabolome analysis of carnitine/organic cation transporter OCTN1 – KATO Y., KUBO Y., IWATA D., KATO S., SUDO T., SUGIURA T., KAGAYA T., WAKAYAMA T., HIRAYAMA A., SUGIMOTO M., SUGIHARA K., KANEKO S., SOGA T., ASANO M., TOMITA M., MATSUI T., WADA M., and TSUJI A. – 2010 – Pharm. Res., 27(5):832-840
  9. L-ergothioneine level in red blood cells of healthy human males in the Western province of Saudi Arabia – KUMOSANI T.A. – 2001 – Exp. Mol. Med., 33(1):20-22
  10. Discovery of the ergothioneine transporter – GRÜNDEMANN D., HARLFINGER S., GOLZ S., GEERTS A., LAZAR A., BERKELS R., JUNG N., RUBBERT A., and SCHÖMIG E. – 2005 – PNAS, 102(14):5256-5261
  11. Probing the substrate specificity of the ergothioneine transporter with methimazole, hercynine, and organic cations – GRIGAT S., HARLFINGER S., PAL S., STRIEBINGER R., GOLZ S., GEERTS A., LAZAR A., SCHÖMIG E., and GRÜNDEMANN D. – 2007 – Biochem. Pharmacol., 74(2):309-316
  12. Expression of organic cation transporter OCTN1 in hematopoietic cells during erythroid differentiation – KOBAYASHI D., AIZAWA S., MAEDA T., TSUBOI I., YABUUCHI H., NEZU J., TSUJI A., and TAMAI I. – 2004 – Exp. Hematol., 32(12):1156-1162
  13. An intronic SNP in a RUNX1 binding site of SLC22A4, encoding an organic cation transporter, is associated with rheumatoid arthritis – TOKUHIRO S., YAMADA R., CHANG X., SUZUKI A., KOCHI Y., SAWADA T., SUZUKI M., NAGASAKI M., OHTSUKI M., ONO M., FURUKAWA H., NAGASHIMA M., YOSHINO S., MABUCHI A., SEKINE A., SAITO S., TAKAHASHI A., TSUNODA T., NAKAMURA Y., and YAMAMOTO K. – 2003 – Nat. Genet., 35(4):341-348
  14. Transport of organic cations across the blood-testis barrier – MAEDA T., GOTO A., KOBAYASHI D., and TAMAI I. – 2007 – Mol. Pharm., 4(4):600-607
  15. Involvement of carnitine/organic cation transporter OCTN2 (SLC22A5) in distribution of its substrate carnitine to the heart – IWATA D., KATO Y., WAKAYAMA T., SAI Y., KUBO Y., ISEKI S., and TSUJI A. – 2008 – Drug Metab. Pharmacokinet., 23(3):207-215
  16. A comparison of the relative antioxidant potency of L-ergothioneine and idebenone – DONG K.K., DAMAGHI N., KIBITEL J., CANNING M.T., SMILES K.A., and YAROSH D.B. – 2007 – J. Cosmet. Dermatol., 6(3):183-188
  17. Skin cells and tissue are capable of using L-ergothioneine as an integral component of their antioxidant defense system – MARKOVA N.G., KARAMAN-JURUKOVSKA N., DONG K.K., DAMAGHI N., SMILES K.A., and YAROSH D.B. – 2009 – Free Radic. Biol. Med., 46(8):1168-1176
  18. Involvement of OCTN1 (SLC22A4) in pH-dependent transport of organic cations – TAMAI I., NAKANISHI T., KOBAYASHI D., CHINA K., KOSUGI Y., NEZU J-I., SAI Y., and TSUJI A. – 2004 – Mol. Pharm., 1(1):57-66
  19. Epithelial organic cation transporters ensure pH-dependent drug absorption in the airway – HORVATH G., SCHMID N., FRAGOSO M.A., SCHMID A., CONNER G.E., SALATHE M., and WANNER A. – 2007 – Am. J. Respir. Cell Mol. Biol., 36(1):53-60
  20. Expression and localization of carnitine/organic cation transporter OCTN1 and OCTN2 in ocular epithelium – GARRETT Q., XU S., SIMMONS P.A., VEHIGE J., FLANAGAN J.L., and WILLCOX M.D. – 2008 – Invest. Ophthalmol. Vis. Sci., 49(11):4844-4849
  21. Functional expression of carnitine/organic cation transporter OCTN1/SLC22A4 in mouse small intestine and liver – SUGIURA T., KATO S., SHIMIZU T., WAKAYAMA T., NAKAMICHI N., KUBO Y., IWATA D., SUZUKI K., SOGA T., ASANO M., ISEKI S., TAMAI I., TSUJI A., and KATO Y.– 2010 – Drug Metab. Dispos., 38(10):1665-1672
  22. Novel localization of OCTN1, an organic cation/carnitine transporter, to mammalian mitochondria – LAMHONWAH A.M., and TEIN I. – 2006 – Biochem. Biophys. Res. Commun., 345(4):1315-1325
  23. Mechanism of the regulation of organic cation/carnitine transporter 1 (SLC22A4) by rheumatoid arthritis-associated transcriptional factor RUNX1 and inflammatory cytokines – MAEDA T., HIRAYAMA M., KOBAYASHI D., MIYAZAWA K., and TAMAI I. – 2007 – Drug Metab. Dispos., 35(3):394-401
  24. Functional variants of OCTN cation transporter genes are associated with Crohn disease – PELTEKOVA V.D., WINTLE R.F., RUBIN L.A., AMOS C.I., HUANG Q., GU X., NEWMAN B., VAN OENE M., CESCON D., GREENBERG G., GRIFFITHS A.M., ST GEORGE-HYSLOP P.H., and SIMINOVITCH K.A. – 2004 – Nat. Gen., 36(5):471-475
  25. Polymorphisms in the DLG5 and OCTN cation transporter genes in Crohn’s disease – TÖRÖK H.-P., GLAS J., TONENCHI L., LOHSE P., MÜLLER-MYHSOK B., LIMBERSKY O., NEUGEBAUER C., SCHNITZLER F., SEIDERER J., TILLACK C., BRAND S., BRÜNNLER G., JAGIELLO P., EPPLEN J. T., GRIGA T., KLEIN W., SCHIEMONN U., FOLWACZNY M., OCHSENKÜHN T., and FOLWACZNY C. – 2005 – Gut, 54(10):1421-1427
  26. Functional role of the 503F variant of the organic cation transporter OCTN1 in Crohn’s disease – TAUBERT D., GRIMBERG G., JUNG N., RUBBERT A., and SCHÖMIG E. – 2005 – Gut, 54(10):1505-1506
  27. Refined genomic localization and ethnic differences observed for the IBD5 association with Crohn’s disease – SILVERBERG M.S., DUERR R.H., BRANT S.R., BROMFIELD G., DATTA L.W., JANI N., KANE S.V., ROTTER J.I., PHILIP SCHUMM L., HILLARY STEINHART A., TAYLOR K.D., YANG H., CHO J.H., RIOUX J.D., and DALY M.J. – 2007 – Eur. J. Hum. Genet., 15(3):328-335
  28. Decreased proliferation and erythroid differentiation of K562 cells by siRNA-induced depression of OCTN1 (SLC22A4) Transporter Gene – NAKAMURA T., SUGIURA S., KOBAYASHI D., YOSHIDA K., YABUUCHI H., AIZAWA S., MAEDA T., and TAMAI I. – 2007 – Pharm. Res., 24(9):1628-1635
  29. Acute administration of Cefepime lowers L-carnitine concentrations in early lactation stage rat milk – LING B., and ALCORN J. – 2008 – J. Nutr., 138:1317-1322
  30. Lactation stage-dependent expression of transporters in rat whole mammary gland and primary mammary epithelial organoids – GILCHRIST S.E., and ALCORN J. – 2010 – Fundam. Clin. Pharmacol., 24(2):205-214
  31. An in vitro study on the free radical scavenging capacity of ergothioneine: comparison with reduced glutathione, uric acid and trolox – FRANZONI F., COLOGNATO R., GALETTA F., LAURENZA I., BARSOTTI M., DI STEFANO R., BOCCHETTI R., REGOLI F., CARPI A., BALBARINI A., MIGLIORE L., and SANTORO G. – 2006 – Biomed. Pharmacother., 60(8):453-457
  32. Ergothioneine prevents copper-induced oxidative damage to DNA and protein by forming a redox-inactive ergothioneine-copper complex – ZHU B.Z., MAO L., FAN R.M., ZHU J.G., ZHANG Y.N., WANG J., KALYANARAMAN B. and FREI B. – 2010 – Chem. Res. Toxicol., 24(1):30-34
  33. Modulation of hydrogen peroxide-induced DNA damage, MAPKs activation and cell death in PC12 by ergothioneine – COLOGNATO R., LAURENZA I., FONTANA I., COPPEDÉ F., SICILIANO G., COECKE S., ARUOMA O.I., BENZI L., and MIGLIORE L. – 2006 – Clin. Nutr., 25(1):135-145
  34. Genotoxicity of visible light (400-800 nm) and photoprotection assessment of ectoin, L-ergothioneine and mannitol and four sunscreens – BOTTA C., Di GIORGIO C., SABATIER A.S., and De MÉO M. – 2008 – J. Photochem. Photobiol. B: Biology, 91(1):24-34
  35. Ergothioneine rescues PC12 cells from beta-amyloid-induced apoptotic death – JANG J.H., ARUOMA O.I., JEN L.S., CHUNG H.Y., and SURH YJ. – 2004 – Free Radic. Biol. Med., 36(3):288-299
  36. L-Ergothioneine scavenges superoxide and singlet oxygen and supresses TNF-α and MMP-1 expression in UV-irradiated human dermal fibroblasts – OBAYASHI K., KURIHARA K., OKANO Y., MASAKI H., and YAROSH D.B. – 2005 – J. Cosmet. Sci., 56(1):17-27
  37. Ergothioneine protects against neuronal injury induced by cisplatin both in vitro and in vivo – SONG T.Y., CHEN C.L., LIAO J.W., OU H.C., and TSAI M.S. – 2010 – Food Chem. Toxicol., 48(12):3492-3499
  38. Ergothioneine inhibits oxidative stress- and TNF-α-induced NF-κB activation and interleukin-8 release in alveolar epithelial cells – RAHMAN I., GILMOUR P.S., JIMENEZ L.A., BISWAS S.K., ANTONICELLI F., and ARUOMA O.I. – 2003 – Biochem. Biophys. Res. Commun., 302(4):860-864
  39. The bioactive agent ergothioneine, a key component of dietary mushrooms, inhibits monocyte binding to endothelial cells characteristic of early cardiovascular disease – MARTIN K.R. – 2010 – J. Med. Food, 13(6):1340-1346
  40. Modulation of palmitic acid-induced cell death by ergothioneine: Evidence of an anti-inflammatory action – LAURENZA I., COLOGNATO R., MIGLIORE L., DEL PRATO S., and BENZI L. – 2008 – Biofactors, 33(4):237-247
  41. Effects of ergothioneine from mushrooms (Flammulina velutipes) on melanosis and lipid oxidation of kuruma shrimp (Marsupenaeus japonicus) – ENCARNACION A.B., FAGUTAO F., HIRONO I., USHIO H., and OHSHIMA T. – 2010 – J. Agric. Food Chem., 58(4):2577-2585
  42. Antioxidative activity and antidiscoloration efficacy of ergothioneine in mushroom (Flammulina velutipes) extract added to beef and fish meats – BAO H.N., USHIO H., and OHSHIMA T. – 2008 – J. Agric. Food Chem., 56(21):10032-10040
  43. The effects of L-ergothioneine and L-ascorbic acid on the in vitro maturation (IVM) and embryonic development (IVC) of sheep oocytes – ÖZTÜRKLER Y., YILDIZ S., GÜNGÖR O., PANCARCI S.M., KACAR C., and ARI U.C. – 2010 – Kafkas Üniversitesi Veteriner Fakültesi Dergisi, 16(5):757-763
  44. Technologie de la conservation du sperme chez plusieurs vertébrés domestiques: protection des lipides membranaires, intégrité du noyau et élargissement des méthodes – LABBE C., BLESBOIS E., LEBOEUF B., MARTORIATI A., GUILLOUET P., STRADAIOLI G., and MAGISTRINI M. – 2003 – Les actes du BRG, 4:143-157
  45. Effects of ergothioneine on diabetic embryopathy in pregnant rats – GUIJARRO M.V., INDART A., ARUOMA O.I., VIANA M., and BONET B. – 2002 – Food Chem. Toxicol., 40(12):1751-1755
  46. Ergothioneine pretreatment protects the liver from ischemia-reperfusion injury caused by increasing hepatic heat shock protein 70 – BEDIRLI A., SAKRAK O., MUHTAROGLU S., SOYUER I., GULER I., RIZA ERDOGAN A., and SOZUER E.M. – 2004 – J. Surg. Res., 122(1):96-102
  47. Ergothioneine modulates proinflammatory cytokines and heat shock protein 70 in mesenteric ischemia and reperfusion injury – SAKRAK O., KEREM M., BEDIRLI A., PASAOGLU H., AKYUREK N., OFLUOGLU E., and GÜLTEKIN F.A. – 2007 – J. Surg. Res., 144(1):36-42
  48. L-Ergothioneine modulates oxidative damage in the kidney and liver of rats in vivo: studies upon the profile of polyunsaturated fatty acids – DEIANA M., ROSA A., CASU V., PIGA R., ASSUNTA DESSÌ M., and ARUOMA O.I. – 2004 – Clin. Nutr., 23(2):183-193
  49. Ergothioneine treatment protects neurons against N-methyl-D-aspartate excitotoxicity in an in vivo rat retinal model – MONCASTER J.A., WALSH D.T., GENTLEMAN S.M., JEN L.S. and ARUOMA O.I. – 2002 – Neurosci. Lett., 328(1):55-59
  50. Association of rheumatoid arthritis with ergothioneine levels in red blood cells: a case control study – TAUBERT D., LAZAR A., GRIMBERG G., JUNG T., RUBBERT A., DELANK K.S., PERNIOK A., and SCHÖMIG E. – 2006 – J. Rheumatol., 33(11):2139-2145
  51. Imidazole-based erythrocyte markers of oxidative stress in preeclampsia: An NMR investigation – TURNER E., BREWSTER J.A., SIMPSON N.A., WALKER J.J., and FISHER J. – 2009 – Reprod. Sci., 16(11):1040-1051
  52. Increased ergothioneine tissue concentrations in carriers of the Crohn’s disease risk-associated 503F variant of the organic cation transporter OCTN1 – TAUBERT D., JUNG N., GOESER T., and SCHÖMIG E. – 2009 – Gut., 58(2):312-314
  53. Evaluation of the safety of the dietary antioxidant ergothioneine using the bacterial reverse mutation assay – SCHAUSS A.G., VERTESI A., ENDRES J.R., HIRKA G., CLEWELL A., QURESHI I., and PASICS I. – 2010 – Toxicology, 278(1):39-45
  54. Low micronutrient intake may accelerate the degenerative diseases of aging through allocation of scarce micronutrients by triage – AMES B.N. – 2006 – PNAS, 103(47):17589-17594
  55. Prevention of mutation, cancer, and other age-associated diseases by optimizing micronutrient intake – AMES B.N. – 2010 – J. Nucleic Acids, 2010:Article ID 725071

From 2011-

  1. The Neurospora crassa mutant NcΔEgt-1 identifies an ergothioneine biosynthetic gene and demonstrates that ergothioneine enhances conidial survival and protects against peroxide toxicity during conidial germination – BELLO M.H., BARRERA-PEREZ V., MORIN D., and EPSTEIN L. – 2012 – Fung. Gen. Biol., 49(2):160-172
  2. Quantification of L-ergothioneine in human plasma and erythrocytes by liquid chromatography-tandem mass spectrometry – WANG L-Z., THUYA W-L., TOH D.S-L., LIE M.G-L., LAU J-Y.A., KONG L-R., WAN S-C., CHUA K-N., LEE E.J-D., and GOH B-C. – 2012 – J. Mass Spectrom., 48:406-412
  3. Organic cation transporters in human nasal primary culture: expression and functional activity – SHAO D., MASSOUD E., ANAND U., PARIKH A., COWLEY E., CLARKE D., and AGU R.U. – 2013 – Ther. Deliv., 4(4):439-451
  4. The ergothioneine transporter controls and indicates ergothioneine activity–a review – GRÜNDEMANN D. – 2012 – Prev. Med., 54(Suppl.):S71-S74
  5. Knockout of the ergothioneine transporter ETT in zebrafish results in increased 8-oxoguanine levels – PFEIFFER C., BACH M., BAUER T., CAMPOS da PONTE J., SCHÖMIG E., and GRÜNDEMANN D. – 2015 – Free Radic. Biol. Med., http://dx.doi.org/10.1016/j.freeradbiomed.2015.02.026
  6. Association of SLC22A4 gene polymorphism with rheumatoid arthritis in the Chinese population – REN T-L., HAN Z-J., YANG C-J., HANG Y-X., FANG D-Y., WANG K., ZHU X., JI X-J., and ZHOU F-F. – 2014 – J. Biochem. Mol. Toxicol., doi: 10.1002/jbt.21554
  7. Crohn’s disease and genetic hitchhiking at IBD5 – HUFF C.D., WITHERSPOON D.J., ZHANG Y., GATENBEE C., DENSON L.A., KUGATHASAN S., HAKONARSON H., WHITING A., DAVIS C.T., WU W., XING J., WATKINS W.S., BAMSHAD M.J., BRADFIELD J.P., BULAYEVA K., SIMONSON T.S., JORDE L.B., and GUTHERY S.L. – 2012 – Mol. Biol. Evol., 29(1):101-111
  8. A density functional theory investigation into the binding of the antioxidants ergothioneine and ovothiol to copper – De LUNA P., BUSHNELL E.A.C., and GAULD J.W. – 2013 – J. Phys. Chem. A, 117(19):4057-4065
  9. Ergothioneine as an anti-oxidative/anti-inflammatory component in several edible mushrooms – ITO T., KATO M., TSUCHIDA H., HARADA E., NIWA T., and OSAWA T. – 2011 – Food Sci. Technol. Res., 17(2):103-110
  10. Endogenous ergothioneine is required for wild type levels of conidiogenesis and conidial survival but does not protect against 254 nm UV-induced mutagenesis or kill – BELLO M.H., MOGANNAM J.C., MORIN D., and EPSTEIN L. – 2014 – Fungal Genet. Biol., 73:120-127
  11. Ergothioneine protects Streptomyces coelicolor A3(2) from oxidative stresses – NAKAJIMA S., SATOH Y., YANASHIMA K., MATSUI T., and DAIRI T. – 2015 – J. Biosci. Bioeng., doi: 10.1016/j.jbiosc.2015.01.013
  12. Metabolic coupling of two small-molecule thiols programs the biosynthesis of lincomycin A – ZHAO Q., WANG M., XU D., ZHANG Q., and LIU W. – 2015 – Nature, 518(7537):115-119
  13. The effect of ergothioneine on clastogenic potential and mutagenic activity: genotoxicity evaluation – SCHAUSS A.G., BERES E., VERTESI A., FRANK Z., PASICS I., ENDRES J., ARUOMA O.A., and HIRKA G. – 2011 – Int. J. Toxicol., 30(4):405-409
  14. Reproductive safety evaluation of L-ergothioneine – FORSTER R., SPEZIA F., PAPINEAU D., SABADIE C., ERDELMEIER I., MOUTET M., and YADAN JC. – 2015 – Food Chem. Toxicol., 80:85-91
  15. The bioavailability of ergothioneine from mushrooms (Agaricus bisporus) and the acute effects on antioxidant capacity and biomarkers of inflammation – WEIGAND-HELLER A.J., KRIS-ETHERTON P.M., and BEELMAN R.B. – 2012 – Prev. Med., 54(Suppl.):S75-S78
  16. Effect of Shiitake (Lentinus edodes) extract on antioxidant and inflammatory response to prolonged eccentric exercise – ZEMBRON-LACNY, A., GAJEWSKI, M., NACZK, M., and SIATKOWSKI, I. – 2013 – J. Physiol. Pharmacol., 64(2):249-254
  17. Cysteine as a sustainable sulfur reagent for the protecting-group-free synthesis of sulfur-containing amino acids: biomimetic synthesis of L-ergothioneine in water – ERDELMEIER I., DAUNAY S., LEBEL R., FARESCOUR L. and YADAN J.C. – 2012 – Green Chem., 14(8):2256-2265

Reviews

The unusual amino acid L-ergothioneine is a physiologic cytoprotectant – PAUL B.D., and SNYDER S.H. – 2010 – Cell Death Differ., 17(7):1134-1140

Ergothioneine; antioxidant potential, physiological function and role in disease – CHEAH I.K., and HALLIWELL B. – 2012 – Biochim. Biophys. Acta, 1822(5):784-793

Ergothioneine Antioxidant Function: From Chemistry to Cardiovascular Therapeutic Potential – SERVILLO L., D’ONOFRIO N., and BALESTRIERI ML. – 2017 – J; Cardiovasc. Pharmacy., 69(4):183-191

Ergothioneine: a diet-derived antioxidant with therapeutic potential – HALLIWELL B., CHEAH IK., TANG RMY. – 2018 – FEBS Letter, 592(20):3357-3366

Clinical Trials

The bioavailability of ergothioneine from mushrooms (Agaricus bisporus) and the acute effects on antioxidant capacity and biomarkers of inflammation – WEIGAND-HELLER A.J., KRIS-ETHERTON P.M., and BEELMAN R.B. – 2012 – Prev. Med., 54(Suppl.):S75-78

Improvement of joint range of motion (ROM) and reduction of chronic pain after consumption of an ergothioneine-containing nutritional supplement – BENSON K.F., AGER D.M., LANDES B., ARUOMA O.I., and JENSEN G.S. – 2012 – Prev. Med., 54(Suppl.):S83-S89

Clinical and biochemical correlates of serum L-ergothioneine concentrations in community-dwelling middle-aged and older adults – SOTGIA S., ZINELLU A., MANGONI A.A., PINTUS G., ATTIA J., CARRU C., and McEVOY M. – 2014 – PLoS ONE, 9(1):e84918

A Retrospective Study in Adults with Metabolic Syndrome: Diabetic Risk Factor Response to Daily Consumption of Agaricus bisporus (White Button Mushrooms) – CALVO MS., MEHROTRA A., BEELMAN RB., NADKARNI G.,

WANG L., CAI W., GOH BOON C.,  KALARAS MD.,  URIBARRI J. – 2016 – Plant Foods Hum. Nutr., 71(3):245-251

The Association between Mushroom Consumption and Mild Cognitive Impairment: A Community-Based Cross-Sectional Study in Singapore -FENGA L., CHEAH IKM., NG MMX., , LIC J., CHAN SM., LIM MAHENDRAN SL., KUA EH., and HALLIWELL B. – 2019 – J. Alzheimer’s Disease, 68(1):197-203

Ergothioneine is associated with reduced mortality and decreased risk of cardiovascular disease –  SMITH E., OTTOSSON F., HELLSTRAND S., ERICSON U., ORHO-MELANDER M., FERNANDEZ C., MELLANDER O. – 2019 – Heart, 0:1-7

Nutrition

Beverages:

2018_Sotgia_2018_Hercynine in beverages.pdf

Milk:

Ultra-performance liquid chromatographic determination of L-ergothioneine in commercially available classes of cow milk – SOTGIA S., PISANU E., CAMBEDDA D., PINTUS G., CARRU C., and ZINELLU A. – 2014 – J. Food Sci., 79(9):C1683-1687

Dairy:

2015_Yagdiran_2015_OCTN1&Lactation.pdf

2018_Pan_2018_Et&Dairy tradit. vs comm. .pdf

2019_Garcia-Lino_2019_OCTN1&Milk.pdf

2019_Matazel_2019_EGT in milk&Diet exposure.pdf

Micronutrients

2015_Bailey_2015_Micronutrient deficiencies.pdf

2018_Höller_2018_Micronutrients analyses.pdf

Protection Aliments:

2014_Cai_2014_Et&fish quality.pdf

2017_Dehghani_2017_Et&Sea food preservation.pdf

2017_Pahila_2017_Et&Salmon.pdf

2019_Thangavelu_2019_EGT&preservation of food.pdf

Brain

Ergothioneine protects against neuronal injury induced by β-amyloid peptide in mice – YANG N-C., LIN H-C., WU J-H., OU H-C., CHAI Y-C., TSENG C-Y., LIAO J-W., and SONG T-Y. – 2012 – Food Chem. Toxicol., 50(11):3902-3911

Functional expression of carnitine/organic cation transporter OCTN1 in mouse brain neurons: possible involvement in neuronal differentiation – NAKAMICHI N., TAGUCHI T., HOSOTANI H., WAKAYAMA T., SHIMIZU T., SUGIURA T., ISEKI S., and KATO Y. – 2012 – Neurochem. Int., 61(7):1121-1132

Organic cation transporter-mediated ergothioneine uptake in mouse neural progenitor cells suppresses proliferation and promotes differentiation into neurons – ISHIMOTO T., NAKAMICHI N., HOSOTANI H., MASUO Y., SUGIURA T., and KATO Y. – 2014 – PLoS ONE, 9(2):e89434

Ergothioneine and melatonin attenuate oxidative stress and protect against learning and memory deficits in C57BL/6J mice treated with D-galactose – SONG TY., LIN HC., CHEN CL., WU JH., LIAO JW., and HU ML. – 2014 – Free Radic. Res., 48(9):1049-1060

Organic cation transporter Octn1-mediated uptake of food-derived antioxidant ergothioneine into infiltrating macrophages during intestinal inflammation in mice – SHIMIZU T., MASUO Y., TAKAHASHI S., and KATO Y. – 2015 – Drug Metab. Pharmacokinet., doi:10.1016/j.dmpk.2015.02.003

Identification of novel biomarkers for Parkinson’s disease by metabolomic technologies – HATANO T., SAIKI S., OKUZUMI A., MOHNEY R.P., and HATTORI N. – 2015 – J. Neurol. Neurosurg. Psychiatry, doi: 10.1136/jnnp-2014-309676

2016_Ishimoto_2016_Et&neuronal Stem Cells_MTU09-14.pdf

2017_Song_2017_ET&brain protection.pdf

2017_Ishimoto_2017_Et&mTORC1 activation&NeuralStemCells.pdf

2018_Ishimoto_2018_OCTN1@Microglial Cells modulation.pdf

2014_Song_2014_Et&Melatonin.pdf

2016_Nakamichi_2016_Et&antidepressant effect.pdf

Cardiovascular

Uptake and protective effects of ergothioneine in human endothelial cells – LI R.W.S., YANG C., SIT A.S.M., KWAN Y.W., LEE S.M.Y., HOI M.P.M., CHAN S.W., HAUSMAN M., VANHOUTTE P.M., and LEUNG G.P.H. – 2014 – J. Pharmacol. Exp. Ther., 350(3):691-700

Ergothioneine represses inflammation and dysfunction in human endothelial cells exposed to oxidized low-density lipoprotein – SAING L., WEI YC., and TSENG CJ. – 2015 – Clin. Exp. Pharmacol? Physiol., doi: 10.1111/1440-1681.12374

2017_Servillo_2107_Et&Endo cells.pdf

2018_Gökce_2018_EGT&EC protection against HgCl2.pdf

2019_D’Onofrio_2019_EGT&SIRT1&MicroR33@thrombus burden in STEMI patients.pdf

2019_Smith_2019_EGT as biomarker in Prospective clinical study .pdf

Metabolic

2016_D’Onofrio_2016_Et&Sirt1&6.pdf

2017_Pretorius_2017_Et&amyloidogenesis.pdf

Immune System

2017_Yoshida_2017_Et&Immunomodulation.pdf

2006_Xiao_2006_EGT&Virus Inhibition .pdf

2019_Gallego_2019_Mushrooms extracts@inhibition of HCV.pdf

Kidneys

2017_Shinozaki_2017_Et&CDK.pdf

Liver

2015_Cheah_2015_Et as Protection molecule.pdf

2016_Tang_2016_Et&liver Fibrosis.pdf

2019_Milito_2019_EGT&OvoSH&liver Fibrosis_review.pdf

Lung

Effect of Ergothioneine on acute lung injury and inflammation in cytokine insufflated rats – REPINE J.E., and ELKINSN.D. – 2012 – Prev. Med., 54(Suppl.):S79-S82

2015_Nickel_2015_Et&COPD_poster.pdf

2016_Erhardt_2016_Et&tobacco induced stress_poster.pdf

2016_Nickel_2016_Et&lung protection_mini symposium.pdf

2016_Tang_2016_Et&Pumonary Fibrosis.pdf

2016_Zinellu_2016_Et&Asthma&COPD.pdf

2017_Nickel_2017_Et&tobacco damage_poster.pdf

2017_Selo_2017_Et&Nrf2 in Lung.pdf

2019_Stirling_2019_EGT&Protection against Lung irradiation.pdf

Muscle

2013_Zambron-Lacny_2013_Et&Exercice.pdf

Pre-eclampsia

2018_Kerley_2018_EGT&Pre-eclampsia.pdf

2018_Williamson_2018_EGT&Pre-eclampsia.pdf

Reproduction

Antioxidant defence system of boar cauda epididymidal spermatozoa and reproductive tract fluids – KOZIOROWSKA-GILUN M., KOZIOROWSKI M., FRASER L., and STRZEZEK J. – 2011 – Reprod. Dom. Anim., 46(3):527-533

Paramount levels of ergothioneine transporter SLC22A4 MRNA in boar seminal vesicles and cross-species analysis of ergothioneine and glutathione in seminal plasma – NIKODEMUS D., LAZIC D., BACH M., BAUER T., PFEIFFER C., WILTZER L., LAIN E., SCHÖMIG E., and GRÜNDEMANN D. – 2011 – J. Physiol. Pharmacol., 62(4):411-419

Effects of cysteine and ergothioneine on post-thawed Merino ram sperm and biochemical parameters – ÇOYAN K., BASPINAR N., BUCAK M.N., and AKALIN P.P. – 2011 – Cryobiology, 63(1):1-6

Ergothioneine attenuates the DNA damage of post-thawed Merino ram sperm – ÇOYAN K., BUCAK M.N., BASPINAR N., TASPINAR M., and AYDOS S. – 2012 – Small Rumin. Res.,106(2-3):165-167

Effect of L-(+)-ergothioneine (EGT) on freezability of ram semen – ARI U.C., KULAKSIZ R., OZTURKLER Y., YILDIZ S., and LEHIMCIOGLU N.C. – 2012 – Int. J. Anim. Vet. Adv., 4(6):378-383

L-ergothioneine supplementation during culture improves quality of bovine in vitro–produced embryos – ZULLO G., ALBERO G., NEGLIA G., DE CANDITIIS C., BIFULCO G., CAMPANILE G., and GASPARRINI B. – 2015 – Theriogenology, doi:10.1016/j.theriogenology.2015.10.008

2015_Sotgia_2015_EGT in follicular fluids.pdf

2019_Dare_2019_L-Ergothioneine_Supplement_Protect_Testicular_Func.pdf

Skin

2012_Liao_ergothioneine&tyrosinase.pdf

2012_Popescu_ergothioneine&photoprotection.pdf

L-Ergothioneine protects skin cells against UV-induced damage – A preliminary study – BAZELA K., SOLYGA-ZUREK A., DEBOWSKA R., ROGIEWICZ K., BARTNIK E., and ERIS I. – 2014 – Cosmetics, 1:51-60

Protective effect of trehalose-loaded liposomes against UVB-induced photodamage in human keratinocytes – EMANUELE E., BERTONA M., SANCHIS-GOMAR F., PAREJA-GALEANO H., and LUCIA A. – 2014 – Biomed. Rep., 2(5):755-759

Dermato-protective Properties of ergothioneine through induction of Nrf2/ARE-mediated antioxidant Genes in UVA-irradiated Human keratinocytes – HSEU YC., LO HW., KORIVI M., TSAI YC., TANG MJ., and YANG HL. – 2015 – Free Radic. Biol. Med., 86:102-117

2015_Pfeiffer_2015_ergothioneine&zebrafish&skin.pdf

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