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MACROLIDES, STEROIDS, CYCLOPENTANOIDS, ETC: SYNTHETIC DESIGNS

MACROLIDES, STEROIDS, CYCLOPENTANOIDS, ETC: SYNTHETIC DESIGNS
大环内酯类、类固醇、环戊烷类等:合成设计
批准号:
6308807
负责人:
BARRY M TROST
金额:
$0.99万
依托单位国家:
美国
项目类别:
财政年份:
2000
资助国家:
美国
项目状态:
已结题
起止时间:
2000-03-01 至 2002-02-28

项目摘要

项目成果

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中文摘要
翻译
辅酶A(CoA)和辅酶A酯的类似物 硫醇/硫酯部分对于研究使用 CoA或CoA酯作为底物。正在开发方法以用于 利用辅酶A(CoA)中催化最后两步的酶 生物合成作为辅酶A类似物合成的催化剂。这些 反应使用化学合成的磷酸泛替茶碱类似物 作为替代底物。这一策略正被用于 具有潜在酶抑制剂价值的辅酶A类似物的合成 机械探针,作为层析的亲和配体。在……里面 此外,将准备用于活化的截短的CoA醛 简单的硫代酯作为辅酶A酯的底物 可逆联动策略。这一策略在很大程度上是有用的。 酰基转移和不对称烯醇基硫酸酯水合反应的范围 反应。该项目将需要质谱学用于 磷酸泛替茶碱和辅酶A的分析与表征 类比。这些化合物很难用元素来表征 由于多离子质子化状态的变化引起的分析 功能基团。核磁共振虽然有价值,但并不能提供确凿的结论 由于这些分子的复杂性和很难进行分析 指认了所有的共振,并不能证明元素组成。
英文摘要
Analogs of Coenzyme A (CoA) and CoA esters modified in the thiol/thioester moiety are valuable for studies of enzymes which use CoA or CoA esters as substrates. Methods are being developed for using the enzymes catalyzing the last two steps in Coenzyme A (CoA) biosynthesis as catalysts in the synthesis of CoA analogs. These reactions employ chemically synthesized pantetheine phosphate analogs as alternate substrates. This strategy is being used for the synthesis of CoA analogs of potential value as enzyme inhibitors, mechanistic probes, and as affinity ligands for chromatography. In addition, truncated CoA aldehydes will be prepared for activating simple thioesters as substrates for CoA ester utilizing enzymes via a reversible linkage strategy. This strategy will be useful in a wide range of acyl transfer and asymmetric enoyl-thioester hydration reactions. This project will require mass spectrometry for the analysis and characterization of pantetheine phosphate and coenzyme A analogs. These compounds are difficult to characterize by elemental analysis due to the variable protonation states of the multiple ionic functional groups. NMR, while valuable, does not provide conclusive analysis due to the complexity of these molecules and difficulty in assignment of all resonances and does not prove elemental composition.
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