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Glyoxylase I (GloΙ) Inhibitor COTC

Date:July 07 2021Web Page No:95016

2-Crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (COTC) is an inhibitor of glyoxylase I isolated from the culture of Streptomyces griseosporeus MD287-CF3 1, 2).
COTC shows a strong growth inhibition of HeLa cells and Ehrlich ascites carcinoma with low toxicity (LD50 mice:90 mg/kg i.v.) 1). COTC reacts with glutathione or other SH-compounds to form corresponding thioethers 2, 4). Synthesis of COTC derivatives for antitumor activity has also been reported 6).
6-epi-COTC, one of the diastereomers of COTC and COMC, a synthetic analog of COTC with a simplified structure are also available.

COTC

Specification

CAS#57449-30-6
Molecular FormulaC11H14O6
Molecular Weight242.227
SourceStreptomyces griseosporeus MD287-CF3
Purity>98% (HPLC)
SolubilitySoluble in MeOH, DMSO and H2O
Insoluble in n-Hexane

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Application Note

  • OCTC shows IC50 values against rat liver crude glyoxalase and yeast glyoxalase I at 1.8 mM and 1.4 mM, respectively, in a reaction mixture containing 1.59 mM of reduced glutathione and preincubated for 3 minutes before enzyme addition 1, 3).
  • COTC blocks enzymatic activity of alkaline phosphodiesterase derived from murine lymphoblastoma L5178Y cells (IC50: 60 μg/ml). COTC and aclarubicin exhibits synergistic activity on aclarubicin-resistant cells, but not on the parental cells 5).

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Reference

  1. Takeuchi T., et al., J. Antibiot., 28 (10), 737~742 (1975). [PMID:1102510]
  2. Chimura H., et al., J. Antibiot., 28 (10), 743~748 (1975). [PMID:1184466]
  3. Matsuda A., et al., Japanese Patent, JPS52113946A (1977).
  4. Huntley C.F., et al., Org. Lett., 2 (20), 3,143~3,144 (2000). [PMID:11009366]
  5. Sugimoto Y., et al., J. Antibiot., 35 (9), 1,222~1,230 (1982). [PMID:7142023]
  6. Tony K.M.S., et al., Bioorg. Med. Chem. Lett., 22 (24), 7,562~7,565 (2012). [PMID:23102892]

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[Date : June 25 2024 00:08]

Detail Product Name Product Code Supplier Size Price
COTC,Glyoxalase-I Inhibitor
DatasheetThis may not be the latest data sheet.
14675 IMCInstitute of Microbial Chemistry 1 mg $500

Description
Storage -20°C CAS 57449-30-6
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Bioactive Compounds

[Date : June 25 2024 00:08]

COTC,Glyoxalase-I Inhibitor


  • Product Code: 14675
  • Supplier: IMC
  • Size: 1mg
  • Price: $500

Description
Storage -20°C CAS 57449-30-6
Link

Bioactive Compounds

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