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Vanoxonin Sale

(Synonyms: Antibiotic MG 245CF2A) 目录号 : GC48533

A bacterial metabolite

Vanoxonin Chemical Structure

Cas No.:86933-99-5

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1mg
¥8,994.00
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产品描述

Vanoxonin is a bacterial metabolite that has been found in S. hirsuta.1 It forms a complex with vanadium, and the complex inhibits thymidylate synthetase with an IC50 value of 0.7 µg/ml. The vanoxonin-vanadium complex is cytotoxic to L1210 leukemia cells (MIC = 25 µg/ml) and increases survival in Ehrlich murine spontaneous adenocarcinoma and L1210 mouse tumor models.

1.Kanai, F., Sawa, T., Hamada, M., et al.Vanoxonin, a new inhibitor of thymidylate synthetaseJ. Antibiot. (Tokyo)36(6)656-660(1983)

Chemical Properties

Cas No. 86933-99-5 SDF
别名 Antibiotic MG 245CF2A
Canonical SMILES CC(N(O)CCC[C@@H](C(O)=O)NC([C@H]([C@H](O)C)NC(C1=C(C(O)=CC=C1)O)=O)=O)=O
分子式 C18H25N3O9 分子量 427.4
溶解度 储存条件 -20°C
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1 mM 2.3397 mL 11.6986 mL 23.3973 mL
5 mM 0.4679 mL 2.3397 mL 4.6795 mL
10 mM 0.234 mL 1.1699 mL 2.3397 mL
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Research Update

Vanoxonin, a new inhibitor of thymidylate synthetase

J Antibiot (Tokyo) 1983 Jun;36(6):656-60.PMID:6874588DOI:10.7164/antibiotics.36.656.

Vanoxonin, a new inhibitor of thymidylate synthetase, was found in cultured broths of the strain MG245-CF2 classified as Saccharopolyspora hirsuta. Vanoxonin, C18H25N3O9, was obtained as colorless powder. Vanoxonin forms a vanadium complex which exhibits a strong inhibition against thymidylate synthetase. The concentration for 50% inhibition of the enzyme (IC50) was 0.7 micrograms/ml.

Vanoxonin, a new inhibitor of thymidylate synthetase. II. Structure determination and total synthesis

J Antibiot (Tokyo) 1985 Jan;38(1):31-8.PMID:3972726DOI:10.7164/antibiotics.38.31.

Acid hydrolysis of Vanoxonin yielded one mol each of 2,3-dihydroxybenzoic acid, L-threonine, L-N omega-hydroxyornithine. Presence of acetyl group in Vanoxonin was suggested by the 1H NMR. Periodate oxidation of Vanoxonin liberated one mol of acetic acid suggesting that the acetyl group bound to the omega-nitrogen of N omega-hydroxyornithine. The sequence of three components was determined to be L-N-(2,3-dihydroxybenzoyl)threonyl-L-(N omega-acetyl-N omega-hydroxy)ornithine by mass spectrometric analysis. This structure was confirmed by the total synthesis of Vanoxonin.

Vanoxonin, a new inhibitor of thymidylate synthetase. III. Inhibition of thymidylate synthetase by vanoxonin-vanadium complex

J Antibiot (Tokyo) 1985 Jan;38(1):39-50.PMID:3972727DOI:10.7164/antibiotics.38.39.

Quinquevalent vanadium complex with two mol of Vanoxonin ligated by the two catechols was shown to be the active structure for inhibition of thymidylate synthetase. The catechol group of Vanoxonin as the essential moiety for the inhibition of enzyme was further confirmed by studies of structure-activity relationships using the enzyme obtained from Ehrlich ascites carcinoma cells of mice. Vanoxonin-vanadium complex showed competitive inhibition with respect to deoxyuridylic acid but uncompetitive to 5,10-methylenetetrahydrofolate.