Vanoxonin
(Synonyms: Antibiotic MG 245CF2A) 目录号 : GC48533A bacterial metabolite
Cas No.:86933-99-5
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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- Purity: >80.00%
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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)
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 | |
General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。 储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。 为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。 |
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1 mg | 5 mg | 10 mg | |
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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1. 首先保证母液是澄清的;
2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
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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.