IMPROVED SYNTHESIS OF THYROTROPIN RELEASING HORMONE (TRH) AND CRYSTALLIZATION OF TARTRATE
IMPROVED SYNTHESIS OF THYROTROPIN RELEASING HORMONE (TRH) AND CRYSTALLIZATION OF TARTRATE
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DOI：
10.1016/0006-291x(74)90345-3
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发表时间：
1974-01-01
影响因子：
3.1
通讯作者：
FUJINO, M
中科院分区：
文献类型：
--
作者：
HATANAKA, C;OBAYASHI, M;FUJINO, M
据报道，促甲状腺素释放激素 (TRH) pGlu-His-Pro-NH 2 的合成得到改进。 Z-pGlu-ONB（N-羟基-5-降冰片烯-2, 3-二甲酰亚胺酯）与H-His-OH反应生成结晶Z-pGlu-His-OH，通过HONB DCC法与H-Pro-NH 2 偶联，得到细晶形式的Z-pGlu-His-Pro-NH 2 。这种受保护的三肽的氢化产生了几乎定量的纯TRH。通过L-和D-氨基酸氧化酶消化的方法确认由此获得的TRH的光学纯度。 TRH 的结晶以酒石酸盐的形式实现，并且描述了结晶 TRH-酒石酸盐的性质。
An improved synthesis of thyrotropin releasing hormone (TRH), pGlu-His-Pro-NH 2, is reported. Z-pGlu-ONB (N-hydroxy-5-norbornene-2, 3-dicarboximide ester) was reacted with H-His-OH to yield a crystalline Z-pGlu-His-OH which was coupled with H-Pro-NH 2 by the HONB DCC method to give Z-pGlu-His-Pro-NH 2 as a fine crystal. Hydrogenation of this protected tripeptide yielded pure TRH nearly quantitatively. The optical purity of TRH thus obtained was confirmed by the method L-and D-amino acid oxidase digestion. The crystallization of TRH was achieved as a tartrate, and the properties of the crystalline TRH-tartrate are described.