2-Mercapto-L-histidine

CAS: 2002-22-4

Ref. 3D-FM25093

Product Information

• Name: 2-Mercapto-L-histidine
• Synonyms: (a-S)-a-Amino-2,3-dihydro-2-thioxo-1H-Imidazole-4-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

2-Mercapto-L-histidine is a dietary amino acid that has been shown to be an effective inhibitor of opportunistic fungal growth in vitro. It has been shown to have a second-order rate constant of 0.0037 s−1, which is the same as lysine and arginine. This compound also inhibits the growth of fungi by competing with tryptophan for binding sites on the enzyme histidine ammonia-lyase. 2-Mercapto-L-histidine can also react with nucleophiles such as divalent cations and form covalent bonds, which may lead to its antimicrobial activity against Gram-positive bacteria. 2-Mercapto-L-histidine is not active against Gram negative bacteria or yeast due to structural differences in their cell walls.
2-Mercapto-L-histidine has been shown to inhibit glucose metabolism and plasma glucose levels in vitro, but it does not affect insulin secretion or

• Brand: Biosynth

Chemical properties

• Molecular weight: 187.22 g/mol
• Formula: C₆H₉N₃O₂S
• Purity: Min. 95%
• Color/Form: Powder
• 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