2-Mercapto-L-histidine

CAS: 2002-22-4

Ref. TR-M253000

Product Information

• Name: 2-Mercapto-L-histidine
• Synonyms: (2S)-2-amino-3-(2-sulfanyl-1H-imidazol-4-yl)propanoic acid, (2S)-2-Azaniumyl-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)propanoate, (S)-2-Amino-3-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)propanoic acid, (αS)-α-Amino-2,3-dihydro-2-thioxo-1H-imidazole-4-propanoic acid, 1H-Imidazole-4-propanoic acid, α-amino-2,3-dihydro-2-thioxo-, (S)-, 1H-Imidazole-4-propanoic acid, α-amino-2,3-dihydro-2-thioxo-, (αS)-, 2-Mercapto-<span class="text-smallcaps">L</span>-histidine, 2-Mercaptohistidine, 3-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-L-alanine, <span class="text-smallcaps">L</span>-2-Mercaptohistidine, <span class="text-smallcaps">L</span>-2-Thiolhistidine, <span class="text-smallcaps">L</span>-2-Thioxohistidine, <span class="text-smallcaps">L</span>-Thiohistidine, Histidine, 2-mercapto-, <span class="text-smallcaps">L</span>-, L-2-Mercaptohistidine, Histidine, 2-mercapto-, L-

Description

Applications An intermediate in the formation of L-egothioneine, a natural amino acid ubiquitously present in cells and tissues of most plants and mammalian species. In humans, L-ergothioneine is found in red blood cells, liver, kidney, brain, seminal fluid, and cataract-free lenses at concentrations ranging from 100 uM to 2 mM. L-ergothioneine is exclusively biosynthesized in fungi and mycobacteria. Hence, humans assimilate it through dietary intake.L-ergothioneine has been proven to act as an antioxidant in vivo and to afford protection from g and UV radiation as well as from singlet oxygen in vivo. Recently, it has been shown that L-ergothioneine protects isolated perfused heart against the deleterious effect of post-ischemic reperfusion.The intermediate, 2-mercaptohistine has been used for the
References Makinen, K.K., et al.: Eur. J. Biochem., 123, 171 (1982), Howard, R.J., et al.: Biochem. Pharmacol., 35, 1589 (1986),

• Brand: TRC

Chemical properties

• Molecular weight: 187.22
• Formula: C₆H₉N₃O₂S
• Color/Form: Neat
• InChI: InChI=1S/C6H9N3O2S/c7-4(5(10)11)1-3-2-8-6(12)9-3/h2,4H,1,7H2,(H,10,11)(H2,8,9,12)/t4-/m0/s1
• InChI key: InChIKey=FVNKWWBXNSNIAR-BYPYZUCNSA-N
• SMILES: N[C@@H](Cc1c[nH]c(=S)[nH]1)C(=O)O