Synthetic applications of tryptophan synthase
Synthetic applications of tryptophan synthase
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DOI：
10.1016/j.tetasy.2004.06.054
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发表时间：
2004-09-20
影响因子：
--
通讯作者：
Phillips, RS
中科院分区：
文献类型：
--
作者：
Phillips, RS
色氨酸合成酶在细菌和植物中催化l -色氨酸合成的最后两个步骤。α -亚基催化吲哚-3-甘油磷酸可逆后醛裂解生成吲哚和d -甘油醛-3-磷酸，β -亚基催化吲哚与l -丝氨酸缩合生成l -色氨酸。α -反应已用于合成吲哚-3-甘油磷酸，但尚未广泛研究合成类似物。该反应已被广泛用于制备l -色氨酸的类似物，包括氯和叠氮苯环取代色氨酸，以及氮杂环、硫杂环和硒杂环类似物。此外，还制备了s -烷基和s -芳基半胱氨酸、se -烷基硒代半胱氨酸以及β -氮取代丙氨酸。(C) 2004 Elsevier Ltd.版权所有。
Tryptophan synthase catalyzes the final two steps in L-tryptophan synthesis in bacteria and plants. The alpha-subunit catalyzes the reversible retroaldol cleavage of indole-3-glycerol phosphate to give indole and D-glyceraldehyde-3-phosphate, and the beta-subunit catalyzes the condensation of indole with L-serine to give L-tryptophan. The alpha-reaction has been used for the synthesis of indole-3-glycerol phosphate, but has not been investigated extensively for synthesis of analogues. The beta-reaction has been used for the preparation of a wide range of analogues of L-tryptophan, including chloro and azido benzene ring-substituted tryptophans, as well as aza, thia, and selena heterocyclic analogues. In addition, S-alkyl and S-aryl cysteines, Se-alkyl selenocysteines, as well as beta-nitrogen substituted alanines have been prepared. (C) 2004 Elsevier Ltd. All rights reserved.