CONFORMATIONALLY RESTRICTED CYCLIC NONAPEPTIDES DERIVED FROM L-CYSTEINE AND LL-3-AMINO-2-PIPERIDONE-6-CARBOXYLIC ACID (LL-ACP), A POTENT BETA-TURN-INDUCING DIPEPTIDE ANALOG
CONFORMATIONALLY RESTRICTED CYCLIC NONAPEPTIDES DERIVED FROM L-CYSTEINE AND LL-3-AMINO-2-PIPERIDONE-6-CARBOXYLIC ACID (LL-ACP), A POTENT BETA-TURN-INDUCING DIPEPTIDE ANALOG
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DOI：
10.1021/jo00350a077
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发表时间：
1985-12-27
影响因子：
3.6
通讯作者：
MCNAMARA, PE
中科院分区：
文献类型：
--
作者：
KEMP, DS;MCNAMARA, PE
描述了环状九肽环-（Gly-L-Cys（Bzl）-Gly）3、环-（L-Pro-Gly-L-Cys（Meb））3和环-（L-Cys（Meb）-LL-Acp）3的合成，其中Meb =对甲氧基苄基，Acp = 3-氨基-2-哌啶酮-6-羧酸，β-转诱导二肽类似物。从每个S-封闭基团的去除进行描述，然后与1，3，5-三（溴亚甲基）苯成环反应，形成一个不寻常的系列相对刚性的花瓶形笼状化合物。强结合的三个水分子的ACP衍生的笼子的报告。
Syntheses of the cyclic nonapeptides cyclo-(Gly-L-Cys(Bzl)-Gly)3, cyclo-(L-Pro-Gly-L-Cys(Meb))3, and cyclo-(L-Cys(Meb)-LL-Acp)3 are described, where Meb = p-methoxybenzyl and Acp = 3-amino-2-piperidone-6-carboxylic acid, a .beta.-turn-inducing dipeptide analogue. Removal of the S-blocking groups from each is described, followed by ring-forming reaction with 1,3,5-tris(bromomethylene)benzene to form an unusual series of relatively rigid vase-shaped cage compounds. Strong binding of three water molecules to the Acp-derived cage is reported.