Synthesis of Self-assembling Cyclic Peptide-polymer Conjugates using Click Chemistry

被引：46

作者：

Chapman, Robert ^{[1
]}

Jolliffe, Katrina A. ^{[1
]}

Perrier, Sebastien ^{[1
]}

机构：

[1] Univ Sydney, Sch Chem, Key Ctr Polymers & Colloids, Sydney, NSW 2006, Australia

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 2010年 / 63卷 / 08期

关键词：

CHAIN-TRANSFER AGENTS; ORGANIC NANOTUBES; ARCHITECTURE; COPOLYMERS; DESIGN; ATRP;

D O I：

10.1071/CH10128

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Self-assembling cyclic peptide-polymer conjugates were prepared by 'clicking' polymers (prepared by RAFT polymerization) to an azide functionalized D-alt-L cyclic octapeptide via the Huisgen 1,3-dipolar cycloaddition reaction. Due to the high graft density, the efficiency of the click chemistry conjugation reaction was found to be highly dependent on the size of the polymer. At relatively low molecular weights, as many as four polymer chains could be grafted to each 8 residue cyclic peptide ring. Evidence for the self assembly of the conjugates into peptide-polymer nanotubes was observed by TEM and IR.

引用

页码：1169 / 1172

页数：4

共 27 条

[1] Challenges and breakthroughs in recent research on self-assembly [J].

Ariga, Katsuhiko ;

Hill, Jonathan P. ;

Lee, Michael V. ;

Vinu, Ajayan ;

Charvet, Richard ;

Acharya, Somobrata .

SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 2008, 9 (01)

[2] Strategies exploiting functions and self-assembly properties of bioconjugates for polymer and materials sciences [J].

Boerner, Hans G. .

PROGRESS IN POLYMER SCIENCE, 2009, 34 (09) :811-851

[3]

Bong DT, 2001, ANGEW CHEM INT EDIT, V40, P988, DOI 10.1002/1521-3773(20010316)40:6<988::AID-ANIE9880>3.3.CO

[4]

2-E

[5] Bioapplications of RAFT Polymerization [J].

Boyer, Cyrille ;

Bulmus, Volga ;

Davis, Thomas P. ;

Ladmiral, Vincent ;

Liu, Jingquan ;

Perrier, Sebastien .

CHEMICAL REVIEWS, 2009, 109 (11) :5402-5436

[6] Surface-initiated ATRP of N-isopropylacrylamide from initiator-modified self-assembled peptide nanotubes [J].

Couet, J. ;

Biesalski, M. .

MACROMOLECULES, 2006, 39 (21) :7258-7268

[7] Peptide-polymer hybrid nanotubes [J].

Couet, J ;

Jeyaprakash, JD ;

Samuel, S ;

Kopyshev, A ;

Santer, S ;

Biesalski, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (21) :3297-3301

[8] Polymer-wrapped peptide nanotubes: Peptide-grafted polymer mass impacts length and diameter [J].

Couet, Julien ;

Biesalski, Markus .

SMALL, 2008, 4 (07) :1008-1016

[9] Preparation of biohybrid amphiphiles via the copper catalysed Huisgen [3+2] dipolar cycloaddition reaction [J].

Dirks, AJT ;

van Berkel, SS ;

Hatzakis, NS ;

Opsteen, JA ;

van Delft, FL ;

Cornelissen, JJLM ;

Rowan, AE ;

van Hest, JCM ;

Rutjes, FPJT ;

Nolte, RJM .

CHEMICAL COMMUNICATIONS, 2005, (33) :4172-4174

[10] 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

← 1 2 3 →