Folded Structures in Protonated Reduced Dipeptides

被引：9

作者：

Grand, Vincent ^{[1
,2
]}

Aubry, Andre

Dupont, Virginie ^{[1
,2
]}

Vicherat, Andre ^{[1
,2
]}

Marraud, Michel ^{[1
,2
]}

机构：

[1] ENSIC, INPL, Lab Macromol Phys Chem, F-54001 Nancy, France

[2] Univ Nancy 1, Lab Cristallog & Modelling Mineral & Biol Mat, Vandoeuvre Les Nancy, France

来源：

JOURNAL OF PEPTIDE SCIENCE | 1996年 / 2卷 / 06期

关键词：

conformational analysis; crystal structure; folded structures; pseudopeptides; reduced peptides;

D O I：

10.1002/psc.78

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：

Reduced dipeptides with the general formula RCO-Xaa-rXbb-N+HR'R '' (rXbb, reduced analogue of residue Xbb: NH-(CHR1)-H-alpha-CrH2) are shown to adopt a folded conformation in solution and in the solid state. The protonated reduced amide bond is an active proton donor capable of interacting with a peptide carbonyl to give a strong hydrogen bond topologically equivalent to the i + 2 or i + 3 -> i interaction. The resulting conformation is similar to the gamma- or beta-turn structure found in peptides and proteins.

引用

页码：381 / 391

页数：11

共 42 条

[1] N-METHYL PEPTIDES .8. X-RAY-DIFFRACTION OF BETA-FOLDED HOMOCHIRAL SEQUENCES [J].

AUBRY, A ;

VITOUX, B ;

MARRAUD, M .

JOURNAL DE CHIMIE PHYSIQUE ET DE PHYSICO-CHIMIE BIOLOGIQUE, 1985, 82 (10) :933-939

[2]

AUMELAS A, 1987, INT J PEPT PROT RES, V30, P596

[3]

Axelrod E., 1970, J. Am. Chem. Soc, V92, P2139, DOI [10.1021/ja00710a061, DOI 10.1021/JA00710A061]

[4] BETA-TURNS IN MODEL DIPEPTIDES - AN INFRARED QUANTITATIVE-ANALYSIS WITH NMR CORRELATION [J].

BOUSSARD, G ;

MARRAUD, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (07) :1825-1828

[5] EXPERIMENTAL INVESTIGATIONS ON THE BACKBONE FOLDING OF PROLINE-CONTAINING MODEL TRIPEPTIDES [J].

BOUSSARD, G ;

MARRAUD, M ;

AUBRY, A .

BIOPOLYMERS, 1979, 18 (06) :1297-1331

[6]

CALCAGNI A, 1989, INT J PEPT PROT RES, V34, P319

[7] THE STRUCTURE OF A SYNTHETIC PEPSIN INHIBITOR COMPLEXED WITH ENDOTHIAPEPSIN [J].

COOPER, J ;

FOUNDLING, S ;

HEMMINGS, A ;

BLUNDELL, T ;

JONES, DM ;

HALLETT, A ;

SZELKE, M .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1987, 169 (01) :215-221

[8]

COUDER J, 1993, INT J PEPT PROT RES, V41, P181

[9]

COY DH, 1988, J BIOL CHEM, V263, P5056

[10] CONFORMATIONAL DEPENDENCE OF THE VICINAL PROTON COUPLING-CONSTANT FOR THE C-ALPHA-C-BETA BOND IN PEPTIDES [J].

CUNG, MT ;

MARRAUD, M .

BIOPOLYMERS, 1982, 21 (05) :953-967

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