COTC (Glyoxylase-I inhibitor)
Product#: FNK-14675
$598.00
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COTC (Glyoxylase-I inhibitor)
Cat No: FNK-14675
Size: 1 mg
Description
2-Crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (COTC) is an inhibitor of glyoxylaseI isolated from the culture filtrate of Streptomyces griseosporeus MD287-CF3.1,2) It shows IC50 valuesagainst rat liver crude glyoxalase and yeast glyoxalase I at 1.8 mM and 1.4 mM, respectively, in areaction mixture containing 1.59 mM of reduced glutathione and preincubated for 3 minutes beforeenzyme addition.1,3) COTC shows a strong growth inhibition of HeLa cells and Ehrlich ascites carcinomawith low toxicity. (LD50 mice: 90 mg/kg i.v.)1) COTC reacts with glutathione and other SH-compound toform corresponding thioethers.2,4) COTC blocks enzymatic activity of alkaline phosphodiesterasederived from murine lymphoblastoma L5178Y cells (IC50: 60 μg/ml).5) COTC and aclarubicin exhibitssynergistic activity on aclarubicin-resistant cells, but not on the parental cells.5)
Specifications
Code No. : 14675
CAS# : 57449-30-6
Synonyms: 2-Crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone
Molecular Formula : C11H14O6
Molecular Weight : 242.227
Source : Streptomyces griseosporeus. MD287-CF3
Appearance : White powder
Purity : >90% (HPLC)
Long Term Storage : at -20 °C
Solubility : Soluble in MeOH, DMSO, H2O Insoluble in Hexane
CAS# : 57449-30-6
Synonyms: 2-Crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone
Molecular Formula : C11H14O6
Molecular Weight : 242.227
Source : Streptomyces griseosporeus. MD287-CF3
Appearance : White powder
Purity : >90% (HPLC)
Long Term Storage : at -20 °C
Solubility : Soluble in MeOH, DMSO, H2O Insoluble in Hexane
References:
- A glyoxylase I inhibitor of a new structural type produced by Streptomyces. Takeuchi T, et al. J Antibiot. 1975 28(10) 737-742
- The structure of a glyoxylase I inhibitor and its chemical reactivity with SH-compounds. Chimura H, et al. J Antibiot. 1975 28(10)743-748.
- 2-Crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone. Matsuda A, et al. Jpn. Kokai Tokkyo Koho1977, JP 52113946 A
- Reaction of COTC with glutathione: Structure of putative glyoxalase I inhibitor. Huntley C F M, et al. Org Lett. 2000 2(20) 3143-3144.
- Mechanism of action of 2-crotonyloxymethyl-4,5,6-trihydroxycyclohex-2-enone, a SH inhibitory antitumor antibiotic, and its effect on drug-resistant neoplastic cells. Sugimoto Y, et al. J Antibiot. 1982 35(9) 1222-1230.
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