Accommodating fluorinated amino acids in a helical peptide environment

被引:20
作者
Nyakatura, Elisabeth K. [1 ]
Reimann, Oliver [1 ]
Vagt, Toni [2 ]
Salwiczek, Mario [1 ]
Koksch, Beate [1 ]
机构
[1] Free Univ Berlin, Inst Chem & Biochem Organ Chem, D-14195 Berlin, Germany
[2] ETH, Inst Mol Biol & Biophys, CH-8093 Zurich, Switzerland
来源
RSC ADVANCES | 2013年 / 3卷 / 18期
关键词
COILED-COILS; PHAGE DISPLAY; OLIGOMERIZATION STATE; BUNDLE PROTEIN; STABILITY; DESIGN; HEXAFLUOROLEUCINE; POSITION;
D O I
10.1039/c3ra41110a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Fluorinated amino acids represent useful building blocks for structural and functional upgrading of peptides and proteins. Here, we report the identification of a suitable environment for fluorinated aminobutyric acids in a central d-position of a heterodimeric coiled-coil assembly via phage display.
引用
收藏
页码:6319 / 6322
页数:4
相关论文
共 27 条
[1]  
[Anonymous], 2001, Phage Display: A Laboratory Manual
[2]  
Barbas Carlos F. Iii, 1995, Methods (Orlando), V8, P94, DOI 10.1006/meth.1995.9997
[3]   Influence of Fluorination on the Thermodynamics of Protein Folding [J].
Buer, Benjamin C. ;
Levin, Benjamin J. ;
Marsh, E. Neil G. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (31) :13027-13034
[4]   Structural basis for the enhanced stability of highly fluorinated proteins [J].
Buer, Benjamin C. ;
Meagher, Jennifer L. ;
Stuckey, Jeanne A. ;
Marsh, E. Neil G. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2012, 109 (13) :4810-4815
[5]   A SWITCH BETWEEN 2-STRANDED, 3-STRANDED AND 4-STRANDED COILED COILS IN GCN4 LEUCINE-ZIPPER MUTANTS [J].
HARBURY, PB ;
ZHANG, T ;
KIM, PS ;
ALBER, T .
SCIENCE, 1993, 262 (5138) :1401-1407
[6]   Evaluation of the molecular interactions of fluorinated amino acids with native polypepticles [J].
Jäckel, C ;
Seufert, W ;
Thust, S ;
Koksch, B .
CHEMBIOCHEM, 2004, 5 (05) :717-720
[7]   Fluorine in a native protein environment -: How the spatial demand and polarity of fluoroalkyl groups affect protein folding [J].
Jaeckel, Christian ;
Salwiczek, Mario ;
Koksch, Beate .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (25) :4198-4203
[8]   Filamentous phage display in the new millennium [J].
Kehoe, JW ;
Kay, BK .
CHEMICAL REVIEWS, 2005, 105 (11) :4056-4072
[9]   Modulating protein structure with fluorous amino acids: Increased stability and native-like structure conferred on a 4-helix bundle protein by hexafluoroleucine [J].
Lee, HY ;
Lee, KH ;
Al-Hashimi, HM ;
Marsh, ENG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (01) :337-343
[10]   Fluorous effect in proteins:: De novo design and characterization of a four-α-helix bundle protein containing hexafluoroleucine [J].
Lee, KH ;
Lee, HY ;
Slutsky, MM ;
Anderson, JT ;
Marsh, ENG .
BIOCHEMISTRY, 2004, 43 (51) :16277-16284