生长抑素的构象受限双环类似物。
Conformationally restricted bicyclic analogs of somatostatin.
作者信息
Veber D F, Holly F W, Paleveda W J, Nutt R F, Bergstrand S J, Torchiana M, Glitzer M S, Saperstein R, Hirschmann R
出版信息
Proc Natl Acad Sci U S A. 1978 Jun;75(6):2636-40. doi: 10.1073/pnas.75.6.2636.
Abstract
A model for a biologically active conformation of somatostatin is proposed. This model is based primarily on the biological results obtained with novel bicyclic somatostatin analogs having a covalent bridge replacing the side chains of residues 5 and 10, 6 and 11, and 5 and 12, respectively, rather than on physical measurements on the hormone in solution. The high activity of an analog in which Phe6 and Phe11 are replaced by cystine provides evidence that these phenylalanines stabilize the biologically active conformer through "hydrophobic bonding" but do not directly interact with the receptor. The synthesis of the novel bicyclic analogs of somatostatin and the effects of these on the inhibition of secretion of insulin, glucagon, growth hormone, and gastric acid are described.
摘要
提出了一种生长抑素生物活性构象的模型。该模型主要基于用新型双环生长抑素类似物获得的生物学结果，这些类似物分别具有共价桥取代残基5和10、6和11以及5和12的侧链，而不是基于对溶液中该激素的物理测量。在一种类似物中，苯丙氨酸6和苯丙氨酸11被胱氨酸取代，其高活性证明这些苯丙氨酸通过“疏水键”稳定生物活性构象体，但不直接与受体相互作用。描述了生长抑素新型双环类似物的合成及其对胰岛素、胰高血糖素、生长激素和胃酸分泌抑制的影响。
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