This compound is a cysteine conjugate of benzyl isothiocyanate (BITC) that exhibits anticancer activity. In vitro, this ITC conjugate inhibits leukemia cell growth and induces apoptosis in bladder cancer cells. This compound also inhibits N-dimethylnitrosamine demethylase, preventing nitrosamine activation and displaying potential chemopreventive benefit.
| Cas No. | 35446-36-7 |
|---|---|
| Purity | ≥98% |
| Formula | C11H14N2O2S2 |
| Formula Wt. | 270.37 |
| Chemical Name | L-Cysteine, (phenylmethyl)carbamodithioate (ester) |
| IUPAC Name | (2R)-2-amino-3-(benzylcarbamothioylsulfanyl)propanoic acid |
| Synonym | Benzyl isothiocyanate cysteine conjugate |
| Melting Point | 191-193°C |
| Solubility | Soluble in water. |
| Appearance | White to off white powder |
| Store Temp | -20°C |
|---|---|
| Ship Temp | Ambient |
| MSDS | B1655 MSDS PDF |
|---|---|
| Info Sheet | B1655 Info Sheet PDF |
Tang L, Li G, Song L, et al. The principal urinary metabolites of dietary isothiocyanates, N-acetylcysteine conjugates, elicit the same anti-proliferative response as their parent compounds in human bladder cancer cells. Anticancer Drugs. 2006 Mar;17(3):297-305. PMID: 16520658.
Jiao D, Conaway CC, Wang MH, et al. Inhibition of N-nitrosodimethylamine demethylase in rat and human liver microsomes by isothiocyanates and their glutathione, L-cysteine, and N-acetyl-L-cysteine conjugates. Chem Res Toxicol. 1996 Sep;9(6):932-8. PMID: 8870979.
Adesida A, Edwards LG, Thornalley PJ. Inhibition of human leukaemia 60 cell growth by mercapturic acid metabolites of phenylethyl isothiocyanate. Food Chem Toxicol. 1996 Apr;34(4):385-92. PMID: 8641665.
