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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

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项目成果

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中文摘要
翻译
辅酶A(CoA)的类似物和辅酶A酯的修饰, 硫醇/硫酯部分对于研究使用 CoA或CoA酯作为底物。 正在制定方法, 使用催化辅酶A(CoA)中最后两步的酶, 在辅酶A类似物的合成中作为催化剂的生物合成。 这些 反应使用化学合成的泛酰巯基乙胺磷酸酯类似物 作为可替换的衬底。 这一战略被用于 作为酶抑制剂的潜在价值的CoA类似物的合成, 机械探针,以及作为色谱的亲和配体。 在 此外,将制备截短的CoA醛用于活化 简单硫酯作为CoA酯利用酶的底物, 可逆链接策略 这一战略将在广泛的 酰基转移和不对称烯酰基硫酯水合的范围 反应. 该项目将需要质谱分析, 磷酸泛酰巯基乙胺和辅酶A的分析和表征 类似物 这些化合物很难用元素分析来表征。 分析由于可变质子化状态的多离子 官能团。 NMR虽然有价值,但不能提供结论性的 由于这些分子的复杂性和分析的困难, 所有共振的分配,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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