Interactions of ferrocenoyl-peptides in solution and on surfaces

被引:10
作者
Kraatz, HB [1 ]
机构
[1] Univ Saskatchewan, Dept Chem, Saskatoon, SK S7N 5C9, Canada
关键词
ferrocene; hydrogen bonding; peptide; self-assembled monolayer; supramolecular assembly;
D O I
10.1002/masy.200390174
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The Ferrocenoyl-peptide-cystamines, such as [Fc-Gly-CSA](2) (Gly = glycine, CSA = cystamine), [Fc-Ala-CSA](2) (Ala = alanine) and Fc-conjugates involving collagen models, such as [Fc-(Pro(2)Gly)(n)-CSA](2) (Pro = proline, n = 1-6) are readily prepared by solution methods. In solution and the solid state, these systems exhibit intermolecular hydrogen bonding between adjacent peptide chains. For [Fc-Gly-CSA](2) this results in the formation of a supramolecular helicate with two different H-bonding patterns. Ferrocenoyl-collagen-cystamines form assemblies in solution, which melt at elevated tempertures. All systems for monolayers on gold surfaces, which show a well-behaved ferrocene-based electrochemistry, which allows the determination of the spatial requirements of the peptides on the surface.
引用
收藏
页码:39 / 44
页数:6
相关论文
共 11 条
[1]   Hierarchical self-assembly of chiral rod-like molecules as a model for peptide β-sheet tapes, ribbons, fibrils, and fibers [J].
Aggeli, A ;
Nyrkova, IA ;
Bell, M ;
Harding, R ;
Carrick, L ;
McLeish, TCB ;
Semenov, AN ;
Boden, N .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2001, 98 (21) :11857-11862
[2]   Ferrocenoyl glycylcystamine: organization into a supramolecular helicate structure [J].
Bediako-Amoa, I ;
Silerova, R ;
Kraatz, HB .
CHEMICAL COMMUNICATIONS, 2002, (20) :2430-2431
[3]  
Galka MM, 2002, CHEMPHYSCHEM, V3, P356, DOI 10.1002/1439-7641(20020415)3:4<356::AID-CPHC356>3.0.CO
[4]  
2-C
[5]   SELF-ASSEMBLING ORGANIC NANOTUBES BASED ON A CYCLIC PEPTIDE ARCHITECTURE [J].
GHADIRI, MR ;
GRANJA, JR ;
MILLIGAN, RA ;
MCREE, DE ;
KHAZANOVICH, N .
NATURE, 1993, 366 (6453) :324-327
[6]   Helical superstructures from a poly(γ-benzyl-L-glutamate)-poly(L-glutamic acid) amphiphilic diblock copolymer:: Monolayer formation on water and its specific binding of amino acids [J].
Higashi, N ;
Koga, T ;
Niwa, M .
LANGMUIR, 2000, 16 (07) :3482-3486
[7]   Self-assembly and gelation of oxidized glutathione in organic solvents [J].
Lyon, RP ;
Atkins, WM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (19) :4408-4413
[8]   Chirality organization of ferrocenes bearing podand dipeptide chains: Synthesis and structural characterization [J].
Moriuchi, T ;
Nomoto, A ;
Yoshida, K ;
Ogawa, A ;
Hirao, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (01) :68-75
[9]   Chemical models of protein β-sheets [J].
Nowick, JS .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (04) :287-296
[10]   Reversible hydrogels from self-assembling artificial proteins [J].
Petka, WA ;
Harden, JL ;
McGrath, KP ;
Wirtz, D ;
Tirrell, DA .
SCIENCE, 1998, 281 (5375) :389-392