First observation of two consecutive γ turns in a crystalline linear dipeptide

被引：61

作者：

Jiménez, AI ^{[1
]}

Ballano, G ^{[1
]}

Cativiela, C ^{[1
]}

机构：

[1] Univ Zaragoza, ICMA, Dept Quim Organ, E-50009 Zaragoza, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 03期

关键词：

beta turn; conformation analysis; hydrogen bonds; peptide folding; structure elucidation;

D O I：

10.1002/anie.200461230

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Which way to turn? For the very first time, a linear dipeptide has been shown to accommodate two consecutive γ turns in the solid state. An aminocyclopropane carboxylic acid has overridden the tendency of proline to induce a β-turn conformation in Pro-Xaa dipeptides (see X-ray crystal structure; blue: N, red: O, dashed lines show H bonds).

引用

页码：396 / 399

页数：4

共 35 条

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

BOUSSARD, G ;

MARRAUD, M ;

AUBRY, A .

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

[12] New software for searching the Cambridge Structural Database and visualizing crystal structures [J].

Bruno, IJ ;

Cole, JC ;

Edgington, PR ;

Kessler, M ;

Macrae, CF ;

McCabe, P ;

Pearson, J ;

Taylor, R .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2002, 58 :389-397

[13] A GAMMA-TURN STRUCTURE INDUCED BY 2S,3S-2,3-METHANOMETHIONINE [J].

BURGESS, K ;

HO, KK ;

PETTITT, BM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (02) :799-800

[14] The conformational bias of F((2R,3S)-cyclo-M)RFa induced by the cis-2,3-methanomethionine residue [J].

Burgess, K ;

Ke, CY .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (24) :8627-8631

[15] N-acetyl-N′-methylamide derivative of (2S,3S)-1-amino-2,3-diphenylcyclopropane-carboxylic acid:: Theoretical analysis of the conformational impact produced by the incorporation of the second phenyl group to the cyclopropane analogue of phenylalanine [J].

Casanovas, J ;

Jiménez, AI ;

Cativiela, C ;

Pérez, JJ ;

Alemán, C .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (18) :7088-7091

[16] The interrelationships of side-chain and main-chain conformations in proteins [J].

Chakrabarti, P ;

Pal, D .

PROGRESS IN BIOPHYSICS & MOLECULAR BIOLOGY, 2001, 76 (1-2) :1-102

[17] Utility and synthetic uses of Mannich reaction: An efficient route for synthesis of thiadiazino-[1,3,5][3,2-a]benzimidazoles [J].

El-Wareth, A ;

Sarhan, AO ;

Abdel-Hafez, SH ;

El-Sherief, H ;

Aboel-Fadl, T .

SYNTHETIC COMMUNICATIONS, 2006, 36 (08) :987-996

[18] β- and γ-turns in proteins revisited:: A new set of amino acid turn-type dependent positional preferences and potentials [J].

Guruprasad, K ;

Rajkumar, S .

JOURNAL OF BIOSCIENCES, 2000, 25 (02) :143-156

[19] Cyclopropane analogue of valine:: influence of side chain orientation on peptide folding [J].

Jiménez, AI ;

Marraud, M ;

Cativiela, C .

TETRAHEDRON LETTERS, 2003, 44 (15) :3147-3150

[20] β-turn preferences induced by 2,3-methanophenylalanine chirality [J].

Jiménez, AI ;

Cativiela, C ;

Aubry, A ;

Marraud, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (37) :9452-9459

← 1 2 3 4 →