Rotaxanes of cyclic peptides

被引：40

作者：

Aucagne, V ^{[1
]}

Leigh, DA ^{[1
]}

Lock, JS ^{[1
]}

Thomson, AR ^{[1
]}

机构：

[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 06期

关键词：

D O I：

10.1021/ja057206q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of rotaxanes derived from the synthetic peptide macrocycles cyclo(l-ProGly)4 and cyclo(l-ProGly)5 and diammonium threads is described. [2]Rotaxanes are formed in good yields (56-63%), despite the disruption of internal amide-amide hydrogen bonding in the macrocycles. Copyright © 2006 American Chemical Society.

引用

收藏

页码：1784 / 1785

页数：2

相关论文

共 39 条

[1] Interlocked and intertwined structures and superstructures [J].

Amabilino, DB ;

Stoddart, JF .

CHEMICAL REVIEWS, 1995, 95 (08) :2725-2828

[2] Switching "on" and "off" the expression of chirality in peptide rotaxanes [J].

Asakawa, M ;

Brancato, G ;

Fanti, M ;

Leigh, DA ;

Shimizu, T ;

Slawin, AMZ ;

Wong, JKY ;

Zerbetto, F ;

Zhang, SW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (12) :2939-2950

[3]

Ashton PR, 1996, CHEM-EUR J, V2, P729

[4] The microcin J25 β-hairpin region is important for antibiotic uptake but not for RNA polymerase and respiration inhibition [J].

Bellomio, A ;

Vincent, PA ;

de Arcuri, BF ;

Salomón, RA ;

Morero, RD ;

Farías, RN .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2004, 325 (04) :1454-1458

[5] The cyclic structure of microcin J25, a 21-residue peptide antibiotic from Escherichia coli [J].

Blond, A ;

Péduzzi, J ;

Goulard, C ;

Chiuchiolo, MJ ;

Barthélémy, M ;

Prigent, Y ;

Salomón, RA ;

Farías, RN ;

Moreno, F ;

Rebuffat, S .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1999, 259 (03) :747-755

[6] Thermolysin-linearized microcin J25 retains the structured core of the native macrocyclic peptide and displays antimicrobial activity [J].

Blond, A ;

Cheminant, M ;

Destoumieux-Garzón, D ;

Ségalas-Milazzo, I ;

Peduzzi, J ;

Goulard, C ;

Rebuffat, S .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 2002, 269 (24) :6212-6222

[7] Chiroptical switching in a bistable molecular shuttle [J].

Bottari, G ;

Leigh, DA ;

Pérez, EM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (44) :13360-13361

[8] From reactants to products via simple hydrogen-bonding networks: Information transmission in chemical reactions [J].

Brancato, G ;

Coutrot, F ;

Leigh, DA ;

Murphy, A ;

Wong, JKY ;

Zerbetto, F .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (08) :4967-4971

[9]

BRAYRO MJ, 2003, J AM CHEM SOC, V125, P12382

[10] Hydrogen bond-assembled fullerene molecular shuttle [J].

Da Ros, T ;

Guldi, DM ;

Morales, AF ;

Leigh, DA ;

Prato, M ;

Turco, R .

ORGANIC LETTERS, 2003, 5 (05) :689-691

← 1 2 3 4 →