Synthesis of a photoaffinity taxol analogue and its use in labeling tubulin.
Synthesis of a photoaffinity taxol analogue and its use in labeling tubulin.
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光亲和紫杉醇类似物的合成及其在标记微管蛋白中的应用。
DOI：
10.1021/jm00044a019
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发表时间：
1994
影响因子：
7.3
通讯作者：
Himes,RH
中科院分区：
文献类型：
--
作者：
Dasgupta,D;Park,H;Harriman,GC;Georg,GI;Himes,RH
合成了紫杉醇的光亲和类似物IV-([3，5-3H]-4-叠氮苯甲酰基)-IV-去苯甲酰紫杉醇(7)，并将其应用于微管的光敏标记。大约20%的非共价结合类似物在300 nm处照射后成为共价结合。掺入的标记物对50%乙醇溶液和十二烷基硫酸钠稳定。约80%的结合标记存在于/3-亚基中，20%存在于-亚基中。未聚合的微管蛋白没有掺入紫杉醇，这与紫杉醇只与聚合的微管蛋白结合的事实一致，紫杉醇的存在使其减少。很少或根本没有非特定的标记。该类似物目前被用于确定微管蛋白上的紫杉醇结合位点(S)。
A photoaffinity analogue of taxol, IV-([3, 5-3H]-4-azidobenzoyl)-iV-debenzoyltaxol (7), was synthesized and used to photolabel microtubules. Approximately 20% of the noncovalently bound analogue becomes covalently bound upon irradiation at 300 nm. Incorporated label was stable to a 50% ethanol solution and sodium dodecyl sulfate. About 80% of the incorporated label was found in the/3-subunit and 20% in the-subunit. Incorporation did not occur into unpolymerized tubulin, consistent with the fact that taxol binds only to polymerized tubulin, and was decreased bythe presence of taxol. Little or no nonspecific labeling occurs. This analogue is currently being used to identify taxol binding site (s) on tubulin.