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HOME> Products> Natural and Chemical compound> Other natural compound> COTC

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.

Specification
Application Note
Reference

Specification

CAS#	57449-30-6
Molecular Formula	C₁₁H₁₄O₆
Molecular Weight	242.227
Source	Streptomyces griseosporeus MD287-CF3
Purity	>98% (HPLC)
Solubility	Soluble 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

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

[Date : February 15 2024 12:37]

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

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

[Date : February 15 2024 12:37]

COTC,Glyoxalase-I Inhibitor

DatasheetThis may not be the latest data sheet.

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

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

Contact

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