FMOC-assisted synthesis of a 29-residue cystine-knot trypsin inhibitor containing a guaninyl amino acid at the P1-position

被引:16
作者
Avrutina, O
Schmoldt, HU
Kolmar, H
Diederichsen, U
机构
[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[2] Inst Mikrobiol & Genet, Abt Mol Genet, D-37077 Gottingen, Germany
关键词
cyclotides; amino acids; protein mimetics; solid-phase synthesis; trypsin inhibitors;
D O I
10.1002/ejoc.200400440
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An Fmoc-assisted synthesis of a 29 amino acid trypsin inhibitor (McoTI-29) is presented, which contains a non-natural guaninyl nucleo amino acid as arginine mimetic at the P1 position. This artificial amino acid functions as a conformational restricted arginine isoster with reduced basicity. The folded cyclotide McoTI-II open-chain variant McoTI-29 has been synthesized from a linear precursor by in situ oxidation. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
引用
收藏
页码:4931 / 4935
页数:5
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