无活菌素来源于灰色链霉菌变种结构式
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常用名 | 无活菌素来源于灰色链霉菌变种 | 英文名 | nonactin |
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| CAS号 | 6833-84-7 | 分子量 | 736.92900 | |
| 密度 | 1.041 g/cm3 | 沸点 | 890.6ºC at 760 mmHg | |
| 分子式 | C40H64O12 | 熔点 | 147-148° | |
| MSDS | 中文版 美版 | 闪点 | 352.7ºC |
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Pilot-plant cultivation of Streptomyces griseus producing homologues of nonactin by precursor-directed biosynthesis and their identification by LC/MS-ESI.
J. Antibiot. 63(8) , 524-9, (2010) Precursor-directed biogenetic approach was used to produce a range of nonactin homologues in a 50 l fermentor cultivation of strain Streptomyces griseus 34/249 obtained by UV mutagenesis. The production medium contained sodium propionate, isobutyrate and isov... |
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Synthesis of nonactin and the proposed structure of trilactone.
Org. Lett. 8(13) , 2831-4, (2006) [reaction: see text] An efficient enantioselective route to nonactin using a novel beta-inversion of an Evans syn aldol to construct the THF ring is presented. Through total synthesis, the structure for trilactone proposed in the literature is shown likely to... |
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Resolution of methyl nonactate by Rhodococcus erythropolis under aerobic and anaerobic conditions.
Org. Lett. 8(3) , 443-5, (2006) [reaction: see text]. An efficient resolution of methyl nonactate is reported by biotransformation in shake flask cultures of Rhodococcus erythropolis. The equilibrium of the reaction redox system can be manipulated by switching from aerobic to anaerobic grow... |
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Alternating pattern of stereochemistry in the nonactin macrocycle is required for antibacterial activity and efficient ion binding.
J. Am. Chem. Soc. 131(47) , 17155-65, (2009) Nonactin is a polyketide antibiotic produced by Streptomyces griseus ETH A7796 and is an ionophore that is selective for K(+) ions. It is a cyclic tetraester generated from two monomers of (+)-nonactic acid and two of (-)-nonactic acid, arranged (+)-(-)-(+)-(... |
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Nonactin biosynthesis: the initial committed step is the condensation of acetate (malonate) and succinate.
J. Am. Chem. Soc. 124(12) , 2894-902, (2002) Nonactin is a macrotetrolide antibiotic produced by Streptomyces griseus subsp. griseus ETH A7796 that has shown activity against the P170-glycoprotein efflux pump associated with multiple drug resistant cancer cells. Nonactin is a polyketide, albeit a highly... |
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Nonactin biosynthesis: the product of the resistance gene degrades nonactin stereospecifically to form homochiral nonactate dimers.
J. Am. Chem. Soc. 127(22) , 7976-7, (2005) Heterologous expression of the tetranactin resistance gene nonR in E. coli gave a his6-tagged protein that catalyzed the stereoselective hydrolysis of the chiral macrotetrolide antibiotic nonactin into equivalent, chiral, inactive nonactate dimer species. No ... |
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Nonactin biosynthesis: unexpected patterns of label incorporation from 4,6-dioxoheptanoate show evidence of a degradation pathway for levulinate through propionate in Streptomyces griseus.
J. Nat. Prod. 73(12) , 2009-12, (2010) The polyketide nonactin, a polyketide possessing antitumor and antibacterial activity, is produced by an unusual biosynthesis pathway in Streptomyces griseus that uses both enantiomers of the nonactin precursor, nonactic acid. Despite many studies with labele... |
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Natural products in parallel synthesis: triazole libraries of nonactic acid.
Bioorg. Med. Chem. Lett. 18(14) , 3946-9, (2008) The synthesis of a library of nonactic acid-derived triazoloamide derivatives and their evaluation as antimicrobial agents is described. |
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Role of membrane curvature in mechanoelectrical transduction: ion carriers nonactin and valinomycin sense changes in integral bending energy.
Biochim. Biophys. Acta 1758(11) , 1723-31, (2006) We describe the phenomenon of mechanoelectrical transduction in macroscopic lipid bilayer membranes modified by two cation-selective ionophores, valinomycin and nonactin. We found that bulging these membranes, while maintaining the membrane tension constant, ... |
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Nonactin biosynthesis: setting limits on what can be achieved with precursor-directed biosynthesis.
Bioorg. Med. Chem. Lett. 19(4) , 1233-5, (2009) Nonactin, produced by Streptomyces griseus ETH A7796, is a macrotetrolide assembled from nonactic acid. It is an effective inhibitor of drug efflux in multidrug resistant erythroleukemia K562 cells at sub-toxic concentrations and has been shown to possess bot... |