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双齿光亲和交联试剂的合成与应用。具有两个光活性基团的核苷酸光亲和探针。

Synthesis and application of bidentate photoaffinity cross-linking reagents. Nucleotide photoaffinity probes with two photoactive groups.

作者信息

Rajagopalan K, Chavan A J, Haley B E, Watt D S

机构信息

Department of Chemistry, College of Pharmacy, Lucille P. Markey Cancer Center, University of Kentucky, Lexington 40506.

出版信息

J Biol Chem. 1993 Jul 5;268(19):14230-8.

PMID:8314786
Abstract

Two "targeted bidentate" photoaffinity cross-linking reagents, the monoanhydride of 8-N3ADP with N-(4-(benzoyl)phenylmethyl)phosphoramide ([gamma-32P]8-N3ATP gamma BP) and the monoanhydride of 8-N3GDP with N-(4-(benzoyl)phenylmethyl)-phosphoramide ([gamma-32P]8-N3GTP gamma BP), were developed for studying the inter- and intramolecular interactions of nucleotide-binding proteins. Experiments using these bidentate reagents with two photoactive groups led to specific cross-linking: [gamma-32P]8-N3GTP gamma BP and [gamma-32P]8-N3ATP gamma BP showed intersubunit cross-linking of glutamate dehydrogenase and [gamma-32P]8-N3GTP gamma BP appeared to cross-link the alpha- and beta-subunits of tubulin. The non-azido "monodentate" versions of these reagents, the monoanhydride of ADP with N-(4-(benzoyl)phenylmethyl)-phosphoramide ([gamma-32P]ATP gamma BP) and the monoanhydride of GDP with N-(4-(benzoyl)phenylmethyl)-phosphoramide ([gamma-32P]GTP gamma BP), were also synthesized and characterized. The ability of these monodentate reagents with one photoactive group to serve as photoaffinity probes was established by photolabeling specifically the exchangeable GTP-binding domain of tubulin with [gamma-32P]GTP gamma BP and the ATP-binding domain of purified adenylate kinase and several nucleotide-binding proteins in human brain homogenate with [gamma-32P]ATP gamma BP.

摘要

为研究核苷酸结合蛋白的分子间和分子内相互作用，开发了两种“靶向双齿”光亲和交联试剂，即8-N3ADP与N-(4-(苯甲酰基)苯基甲基)磷酰胺的单酐([γ-32P]8-N3ATPγBP)和8-N3GDP与N-(4-(苯甲酰基)苯基甲基)磷酰胺的单酐([γ-32P]8-N3GTPγBP)。使用这些具有两个光活性基团的双齿试剂进行的实验导致了特异性交联：[γ-32P]8-N3GTPγBP和[γ-32P]8-N3ATPγBP显示出谷氨酸脱氢酶的亚基间交联，并且[γ-32P]8-N3GTPγBP似乎使微管蛋白的α和β亚基交联。还合成并表征了这些试剂的非叠氮“单齿”版本，即ADP与N-(4-(苯甲酰基)苯基甲基)磷酰胺的单酐([γ-32P]ATPγBP)和GDP与N-(4-(苯甲酰基)苯基甲基)磷酰胺的单酐([γ-32P]GTPγBP)。通过用[γ-32P]GTPγBP特异性光标记微管蛋白的可交换GTP结合结构域，以及用[γ-32P]ATPγBP特异性光标记人脑匀浆中纯化的腺苷酸激酶和几种核苷酸结合蛋白的ATP结合结构域，确定了这些具有一个光活性基团的单齿试剂作为光亲和探针的能力。

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