Solid-phase and solution-phase syntheses of oligomeric guanidines bearing peptide side chains.
Solid-phase and solution-phase syntheses of oligomeric guanidines bearing peptide side chains.
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带有肽侧链的寡聚胍的固相和溶液相合成。
DOI：
10.1021/jo051226t
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发表时间：
2005
期刊：
影响因子：
--
通讯作者：
Fan,Erkang
中科院分区：
文献类型：
--
作者：
Zhang,Zhongsheng;Fan,Erkang
提出了在固相载体和溶液中制备带有肽侧链的 N,N'-桥寡聚胍的合成策略。单体由常见的 α-氨基酸制备而成，因此含有常规保护的肽侧链。侧链包括烷基、芳香族、羟基、氨基、羧酸和酰胺官能团。低聚物延伸利用酸敏感的磺酰基活化硫脲通过形成碳二亚胺中间体。通过正确制备单体，可以在两个方向（相当于肽序列中的 N 到 C 末端或 C 到 N 末端）高效地合成寡聚物。
Synthetic strategies for preparingN,N‘-bridged oligomeric guanidines bearing peptide side chains both on solid support and in solution are presented. Monomers are prepared from common α-amino acids and therefore contain conventionally protected peptide side chains. The side chains include alkyl, aromatic, hydroxyl, amino, carboxylic acid, and amide functional groups. Oligomer elongation utilizes acid-sensitive sulfonyl activated thiourea through the formation of carbodiimide intermediate. With proper preparation of monomers, synthesis of oligomer can be performed in two directions (equivalent to N to C terminal or C to N terminal in a peptide sequence) with excellent efficiency.