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Chemical Compound Review:

CCRIS 1745 2-amino-3-(2- chloroethylsulfanyl) propanoic...

Synonyms: NSC-241258, LS-15955, CTK1H3816, NSC241258, BRN 2433353, ...

Foureman, G.L. et al., Richter, H. et al., Vadi, H.V. et al., Webster, K.D. et al., Vamvakas, S. et al.

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Disease relevance of NSC58843

To determine whether L-TMC may play a role in S-(2-chloroethyl)-L-cysteine-induced toxicity, the cytotoxicity of L-TMC was studied in isolated rat kidney cells [1].

High impact information on NSC58843

The depurination of GEG was shown to be first order with a half-life of 7.4 +/- 0.4 h at 27 degrees C. Evidence is also presented for the formation of S-[2-(N7-guanyl)ethyl]-L-cysteine (GEC) in incubation mixtures containing dG and S-(2-chloroethyl)-L-cysteine (CEC), the corresponding cysteine conjugate of CEG [2].
These data indicate that a marked difference exists between S-(2-chloroethyl)-L-cysteine and S-(2-chloroethyl)-glutathione in their reaction with supercoiled plasmid DNA [3].
S-(1,2-dichlorovinyl)-L-cysteine-induced dedifferentiation and p53 gene mutations in LLC-PK1 cells: a comparative investigation with S-(2-chloroethyl)cysteine, potassium bromate, cis-platinum and styrene oxide [4].
The direct acting S-(2-chloroethyl)-L-cysteine (0.2 mM) reduced cell viability after 3 h from 85% to 90% (control) to 40% [5].

References

Bioactivation mechanism of L-thiomorpholine-3-carboxylic acid. Webster, K.D., Anders, M.W. Arch. Biochem. Biophys. (1989) [Pubmed]
Formation of S-[2-(N7-guanyl)ethyl] adducts by the postulated S-(2-chloroethyl)cysteinyl and S-(2-chloroethyl)glutathionyl conjugates of 1,2-dichloroethane. Foureman, G.L., Reed, D.J. Biochemistry (1987) [Pubmed]
Interactions of S-(2-haloethyl)-mercapturic acid analogs with plasmid DNA. Vadi, H.V., Schasteen, C.S., Reed, D.J. Toxicol. Appl. Pharmacol. (1985) [Pubmed]
S-(1,2-dichlorovinyl)-L-cysteine-induced dedifferentiation and p53 gene mutations in LLC-PK1 cells: a comparative investigation with S-(2-chloroethyl)cysteine, potassium bromate, cis-platinum and styrene oxide. Richter, H., Vamvakas, S. Toxicol. Lett. (1998) [Pubmed]
Cytotoxicity of cysteine S-conjugates: structure-activity relationships. Vamvakas, S., Köchling, A., Berthold, K., Dekant, W. Chem. Biol. Interact. (1989) [Pubmed]

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