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Novel immonium type peptide coupling reagent: 5-(1H-benzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2H-pyrrolium hexachloroantimonate (BDMP)
其他题名新型亚胺盐类型多肽缩合剂:5-(1H-苯骈三唑氧基-3,4-二氢-1-甲基2H-吡咯盐六氯化锑盐
Li P(李鹏); Xu JC(徐杰诚)
2000
发表期刊Chin. J. Chem.
ISSN1001-604X
卷号18期号:1页码:85-93
摘要A novel immonium type coupling reagent, 5-(1H-benzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2H-pyrrolium hexachloroantimonate (BDMP) has been designed, synthesized and utilized to synthesize oligopeptides and bilogically active peptide both in solution and solid phase with satisfactory yield, low racemization and fast reaction rate. The estimation of racemization and the influence of several reaction parameters were studied by HPLC method using the model reaction: Z-Gly-Phe-OH+Val-Ome.HCl→Z-Gly-D/L-Phe-Val-Ome. It was shown that the reactivity of BDMP was much higher fand the racemization was much lower than those of HOBt-based `onium` reagents, even though its analogues BOMI. To further verified the effectiveness of BDMP< Leu-enkephalin was synthesized both in solution and solid phase using BDMP as coupling reagent. The proposed mechanism was also specu-lated.
学科领域生命有机化学
部门归属中国科学院上海有机化学研究所生命有机国家开放实验室
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收录类别SCI
语种英语
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/22618
专题上海有机化学研究所
通讯作者Xu JC(徐杰诚)
推荐引用方式
GB/T 7714
Li P,Xu JC. Novel immonium type peptide coupling reagent: 5-(1H-benzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2H-pyrrolium hexachloroantimonate (BDMP)[J]. Chin. J. Chem.,2000,18(1):85-93.
APA 李鹏,&徐杰诚.(2000).Novel immonium type peptide coupling reagent: 5-(1H-benzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2H-pyrrolium hexachloroantimonate (BDMP).Chin. J. Chem.,18(1),85-93.
MLA 李鹏,et al."Novel immonium type peptide coupling reagent: 5-(1H-benzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2H-pyrrolium hexachloroantimonate (BDMP)".Chin. J. Chem. 18.1(2000):85-93.
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