S-Trityl-L-cysteine
S-Trityl-L-cysteine (STLC) is an organosulfur compound found in garlic plants. STLC exhibits anticancer and potential chemotherapeutic activities across several models. STLC acts as a mitotic inhibitor, inhibiting mitotic kinesin Eg5 and preventing separation of duplicated chromosomes and formation of bipolar spindles during mitosis. In chronic myelogenous leukemia (CML) cells, STLC induces cleavage of poly(ADP)-ribose polymerase (PARP) and activation of caspase 3, resulting in apoptosis and cell death.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18971255
Cas No. |
2799-07-7 |
---|---|
Purity |
≥98% |
Formula |
C22H21NO2S |
Formula Wt. |
363.47 |
Chemical Name |
S-(Triphenylmethyl)-L-cysteine |
IUPAC Name |
(2R)-2-amino-3-tritylsulfanylpropanoic acid |
Synonym |
NSC83265 |
Appearance |
White to off white powder |
Abualhasan MN, Good JA, Wittayanarakul K, et al. Doing the methylene shuffle–further insights into the inhibition of mitotic kinesin Eg5 with S-trityl L-cysteine. Eur J Med Chem. 2012 Aug;54:483-98. PMID: 22749640.
Shimizu M, Ishii H, Ogo N, et al. S-trityl-L-cysteine derivative induces caspase-independent cell death in K562 human chronic myeloid leukemia cell line. Cancer Lett. 2010 Dec 1;298(1):99-106. PMID: 20619960.
Kozielski F, Skoufias DA, Indorato RL, et al. Proteome analysis of apoptosis signaling by S-trityl-L-cysteine, a potent reversible inhibitor of human mitotic kinesin Eg5. Proteomics. 2008 Jan;8(2):289-300. PMID: 18186019.
Skoufias DA, DeBonis S, Saoudi Y, et al. S-trityl-L-cysteine is a reversible, tight binding inhibitor of the human kinesin Eg5 that specifically blocks mitotic progression. J Biol Chem. 2006 Jun 30;281(26):17559-69. PMID: 16507573.