Crystal-state 3D-structural characterization of novel, Aib-based, turn and helical peptides

被引：20

作者：

Crisma, Marco ^{[1
]}

Andreetto, Erika ^{[1
]}

De Zotti, Marta ^{[1
]}

Moretto, Alessandro ^{[1
]}

Peggion, Cristina ^{[1
]}

Formaggio, Fernando ^{[1
]}

Toniolo, Claudio ^{[1
]}

机构：

[1] Univ Padua, Dept Chem, CNR, Inst Biomol Chem, I-35131 Padua, Italy

来源：

JOURNAL OF PEPTIDE SCIENCE | 2007年 / 13卷 / 03期

关键词：

alpha-aminoisobutyric acid; crystal-state structures; 3(10)-helix; X-ray diffraction; beta-turn;

D O I：

10.1002/psc.833

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The crystal-state conformations of the hexapeptide amide Pht-(Aib)(6)-NH-C(CH3)(2)-O-OtBu (7), the hexapeptide Ac-L-alle-(Aib)(5)-OtBu (6), the pentapeptide Z-(Aib)(3)-L-Glu(OtBu)-Aib-O-(CH2)(2)-(1)Nap (5), the tetrapeptides Z-(Aib)(2)-L-His(N-tau-Trt)-Aib-OMe (4 I) and Z-(Aib)(2)-L-Nva-Aib-OtBu (4 II), the tripeptide Pyr-(Aib)(3)-OtBu (3 I), the dipeptide amides Pyr-(Aib)(2)-(4)NH-TEMPO (3 II) and Piv-(Aib)(2)-NH-C(CH3)(2)-O-OtBu (3 III), and the dipeptides Pht-Afb-beta Ac(6)c-OtBu (2 I), Pht-Aib-NH-C(CH3)(2)-O-OtBu (2 II) and Boc-gGly-mAib-OH (2 III) have been determined by X-ray diffraction analyses. All peptides investigated are characterized by one or more turn/helix forming Aib residues. Except the three short dipeptides, all are folded into C=(OH)-H-...-N intramolecularly H-bonded 3(10)-helices, or into various types of beta-turns. In the structure of 6, two independent molecules of opposite screw sense were observed in the asymmetric unit, generating diastereomeric 3(10)-helices. Copyright (c) 2007 European Peptide Society and John Wiley & Sons, Ltd.

引用

页码：190 / 205

页数：16

共 65 条

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Benedetti E, 1982, CHEM BIOCH AMINO ACI, V6, P105

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