Importance of Ring Puckering versus Interstrand Hydrogen Bonds for the Conformational Stability of Collagen

被引:78
作者
Erdmann, Roman S. [1 ]
Wennemers, Helma [1 ]
机构
[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland
关键词
cis/trans amide bonds; collagen; PPII helix; proline; protein engineering; TRIPLE-HELIX; MODEL PEPTIDES; CRYSTAL-STRUCTURE; 4-HYDROXYPROLINE; STABILIZATION; HYDROXYLATION; ASSOCIATION; RESOLUTION;
D O I
10.1002/anie.201008118
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Mismatch is fine: Proline derivatives with a ring pucker mismatching that of natural collagen but with favorable torsional angles along the peptide chain are readily tolerated within the collagen triple helix (see picture). In contrast, a competition between intramolecular and interstrand H bonds destabilizes the collagen triple helix. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6835 / 6838
页数:4
相关论文
共 40 条
[1]  
[Anonymous], 2010, ANGEW CHEM, DOI DOI 10.1002/ANGE.201001851
[2]   CRYSTAL-STRUCTURE AND MOLECULAR-STRUCTURE OF A COLLAGEN-LIKE PEPTIDE AT 1.9-ANGSTROM RESOLUTION [J].
BELLA, J ;
EATON, M ;
BRODSKY, B ;
BERMAN, HM .
SCIENCE, 1994, 266 (5182) :75-81
[3]   Crystal structure of the collagen triple helix model [(Pro-Pro-Gly)10]3 [J].
Berisio, R ;
Vitagliano, L ;
Mazzarella, L ;
Zagari, A .
PROTEIN SCIENCE, 2002, 11 (02) :262-270
[4]   Triple-helical peptides: An approach to collagen conformation, stability, and self-association [J].
Brodsky, Barbara ;
Thiagarajan, Geetha ;
Madhan, Balaraman ;
Kar, Karunakar .
BIOPOLYMERS, 2008, 89 (05) :345-353
[5]  
Cadamuro S.A., 2008, ANGEW CHEM, V120, P2174
[6]   Conformational properties of 4-mercaptoproline and related derivatives [J].
Cadamuro, Sergio A. ;
Reichold, Rudolf ;
Kusebauch, Ulrike ;
Musiol, Hans-Juergen ;
Renner, Christian ;
Tavan, Paul ;
Moroder, Luis .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (11) :2143-2146
[7]   Collagen-related peptides: Self-assembly of short, single strands into a functional biomaterial of micrometer scale [J].
Cejas, Mabel A. ;
Kinney, William A. ;
Chen, Cailin ;
Leo, Gregory C. ;
Tounge, Brett A. ;
Vinter, Jeremy G. ;
Joshi, Pratik P. ;
Maryanoff, Bruce E. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (08) :2202-+
[8]   Cis-Trans Proline Isomerization Effects on Collagen Triple-Helix Stability Are Limited [J].
Dai, Nan ;
Etzkorn, Felicia A. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (38) :13728-13732
[9]   Collagen stability: Insights from NMR spectroscopic and hybrid density functional computational investigations of the effect of electronegative substituents on prolyl ring conformations [J].
DeRider, ML ;
Wilkens, SJ ;
Waddell, MJ ;
Bretscher, LE ;
Weinhold, F ;
Raines, RT ;
Markley, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (11) :2497-2505
[10]   Structure, stability and folding of the collagen triple helix [J].
Engel, J ;
Bächinger, HP .
COLLAGEN: PRIMER IN STRUCTURE, PROCESSING AND ASSEMBLY, 2005, 247 :7-33