Efficient microwave-assisted synthesis of multivalent dendrimeric peptides using cycloaddition reaction (click) chemistry

被引:141
作者
Rijkers, DTS [1 ]
van Esse, GW [1 ]
Merkx, R [1 ]
Brouwer, AJ [1 ]
Jacobs, HJF [1 ]
Pieters, RJ [1 ]
Liskamp, RMJ [1 ]
机构
[1] Univ Utrecht, Fac Pharmaceut Sci, Dept Med Chem, Utrecht Inst Pharmaceut Sci, NL-3508 TB Utrecht, Netherlands
关键词
D O I
10.1039/b507975f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Multivalent dendrimeric peptides were synthesized via a microwave-assisted Huisgen 1,3-dipolar cycloaddition between azido peptides and dendrimeric alkynes in yields ranging from 46 to 96%.
引用
收藏
页码:4581 / 4583
页数:3
相关论文
共 41 条
[1]  
Alvarez SG, 1997, SYNTHESIS-STUTTGART, P413
[2]  
André S, 2001, CHEMBIOCHEM, V2, P822, DOI 10.1002/1439-7633(20011105)2:11<822::AID-CBIC822>3.0.CO
[3]  
2-W
[4]   A microwave-assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles via a copper(I)-catalyzed three-component reaction [J].
Appukkuttan, P ;
Dehaen, W ;
Fokin, VV ;
Van der Eycken, E .
ORGANIC LETTERS, 2004, 6 (23) :4223-4225
[5]   Synthesis and cholera toxin binding properties of multivalent GM1 mimics [J].
Arosio, D ;
Vrasidas, I ;
Valentini, P ;
Liskamp, RMJ ;
Pieters, RJ ;
Bernardi, A .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (14) :2113-2124
[6]   Adhesion inhibition of F1C-fimbriated Escherichia coli and Pseudomonas aeruginosa PAK and PAO by multivalent carbohydrate ligands [J].
Autar, R ;
Khan, AS ;
Schad, M ;
Hacker, J ;
Liskamp, RMJ ;
Pieters, RJ .
CHEMBIOCHEM, 2003, 4 (12) :1317-1325
[7]   Azide-alkyne coupling:: A powerful reaction for bioconjugate chemistry [J].
Breinbauer, R ;
Köhn, M .
CHEMBIOCHEM, 2003, 4 (11) :1147-1149
[8]   Synthesis of novel dendrimeric systems containing NLO ligands [J].
Brouwer, AJ ;
Liskamp, RMJ .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (03) :487-495
[9]  
Brouwer AJ, 2001, EUR J ORG CHEM, V2001, P1903
[10]   Peptide and amide bond-containing dendrimers [J].
Crespo, L ;
Sanclimens, G ;
Pons, M ;
Giralt, E ;
Royo, M ;
Albericio, F .
CHEMICAL REVIEWS, 2005, 105 (05) :1663-1681