An unusual reverse turn structure adopted by a furanoid sugar amino acid incorporated in gramicidin S

被引:98
作者
Grotenbreg, GM
Timmer, MSM
Llamas-Saiz, AL
Verdoes, M
van der Marel, GA
van Raaij, MJ
Overkleeft, HS
Overhand, M
机构
[1] Leiden Inst Chem, Gorlaeus Labs, NL-2300 RA Leiden, Netherlands
[2] Univ Santiago, RIAIDT, Lab Integral Dinam & Estruct Biomol Jose R Carrac, Edif CACTUS, Santiago De Compostela 15782, Spain
关键词
D O I
10.1021/ja0397254
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new reverse turn, replacing one of the native type II′ β-turns in the cyclic peptide antibiotic gramicidin S, induced by a furanoid sugar amino acid is revealed. The C3-hydroxyl function plays a pivotal role by acting as a H-bond acceptor, consequently flipping the amide bond between residues i and i + 1, as was established by NMR and X-ray crystallographic analysis. Copyright © 2004 American Chemical Society.
引用
收藏
页码:3444 / 3446
页数:3
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