71267-08-8

Basic information

• Product Name: L-S-methylmethionine sulfonium chloride
• CAS NO: 71267-08-8
• Molecular Weight: 199.702
• Mol File: 71267-08-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: L-S-methylmethionine sulfonium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-S-methylmethionine sulfonium chloride(71267-08-8)
• EPA Substance Registry System: L-S-methylmethionine sulfonium chloride(71267-08-8)

Safety Data

• Hazardous Substances Data: 71267-08-8(Hazardous Substances Data)

Upstream product

• 63-68-3 L-methionine 
• 74-88-4 methyl iodide 

Downstream Products

• 75-18-3 dimethylsulfide 
• 672-15-1 L-homoserine 

Relevant articles and documents

Double-headed sulfur-linked amino acids as first inhibitors for betaine-homocysteine S -methyltransferase 2

Betaine-homocysteine S-methyltransferase 2 (BHMT-2) catalyzes the transfer of a methyl group from S-methylmethionine to l-homocysteine, yielding two molecules of l-methionine. It is one of three homocysteine methyltransferases in mammals, but its overall contribution to homocysteine remethylation and sulfur amino acid homeostasis is not known. Moreover, recombinant BHMT-2 is highly unstable, which has slowed research on its structural and catalytic properties. In this study, we have prepared the first series of BHMT-2 inhibitors to be described, and we have tested them with human recombinant BHMT-2 that has been stabilized by copurification with human recombinant BHMT. Among the compounds synthesized, (2S,8RS,11RS)-5-thia-2,11-diamino-8-methyldodecanedioic acid (11) was the most potent (Kiapp ～77 nM) and selective inhibitor of BHMT-2. Compound 11 only weakly inhibited human BHMT (IC 50 about 77 μM). This compound (11) may be useful in future in vivo studies to probe the physiological significance of BHMT-2 in sulfur amino acid metabolism.