Hexapeptide analogue of somatostatin, Sandoz 201-456. Conformational study in dimethylsulfoxide by 1D and 2D n.m.r. methods.
Hexapeptide analogue of somatostatin, Sandoz 201-456. Conformational study in dimethylsulfoxide by 1D and 2D n.m.r. methods.
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生长抑素的六肽类似物，Sandoz 201-456。
DOI：
10.1111/j.1399-3011.1985.tb02219.x
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发表时间：
2009
期刊：
影响因子：
--
通讯作者：
H. Loosli
中科院分区：
文献类型：
--
作者：
C. Wynants;G. Van Binst;H. Loosli
用高场核磁共振研究了生长抑素类似物201-456（1）的构象性质。在DMSO中。该类似物是Bauer等人合成的9种衍生物的基本结构，显示出非常低的生物活性，尽管衍生结构如SMS 201-995（2）非常有效。我们的研究表明，这两种化合物的最稳定构象之间存在重要差异：尽管在Phe 3-Trp 4-Lys 5水平上的β转角II型结构存在于两种类似物中，但在胱氨酸桥处出现了重要的构象变化。在SMS 201-995中，β转角/β折叠构象通过分子内氢键由额外的氨基酸D-Phe 1和Thr 8（ol）稳定。
The conformational properties of the somatostatin analogue 201-456 (1) have been studied by high field n.m.r. in DMSO. This analogue is the base structure of nine derivates synthesized by Bauer et al. and shows a very low biological activity, although derived structures such as SMS 201-995 (2) are very potent. Our study has shown an important difference between the most stable conformation of the two compounds: although the beta turn type II' structure at the Phe3-Trp4-Lys5 level is present in both analogues, an important conformational change appears at the cystine bridge. In SMS 201-995 the beta turn/beta sheet conformation is stabilized by the additional amino-acids D-Phe1 and Thr8 (ol) through intramolecular H-bonds.