Orthogonally protected sugar diamino acids as building blocks for linear and branched oligosaccharide mimetics

被引:33
作者
Sicherl, F [1 ]
Wittmann, V [1 ]
机构
[1] Univ Konstanz, Fachbereich Chem, D-78457 Constance, Germany
关键词
amino acids; aminoglycosides; carbohydrates; C-glycosides; peptides;
D O I
10.1002/anie.200462595
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
It takes two: Sugar diamino acids which differ from established sugar amino acids by an additional amino group provide access to novel branched oligosaccharide mimetics and a novel class of aminoglycoside mimetics such as 1. The latter are of great significance as potential ligands for new RNA targets emerging in the post-genome era. (Chemical Equation Presented) © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2096 / 2099
页数:4
相关论文
共 36 条
[31]   Conformational analysis of furanoid ε-sugar amino acid containing cyclic peptides by NMR spectroscopy, molecular dynamics simulation, and X-ray crystallography:: Evidence for a novel turn structure [J].
van Well, RM ;
Marinelli, L ;
Altona, C ;
Erkelens, K ;
Siegal, G ;
van Raaij, M ;
Llamas-Saiz, AL ;
Kessler, H ;
Novellino, E ;
Lavecchia, A ;
van Boom, JH ;
Overhand, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (36) :10822-10829
[32]   RNA as a drug target: The case of aminoglycosides [J].
Vicens, Q ;
Westhof, E .
CHEMBIOCHEM, 2003, 4 (10) :1018-1023
[33]  
VONROEDERN E, 2003, METHODS ORGANIC CH E, V22, P807
[34]  
Wessel HP, 1995, ANGEW CHEM INT EDIT, V34, P2712
[35]  
WESSEL HP, 1995, ANGEW CHEM, V107, P2920
[36]   Assembly of oligosaccharide libraries with a designed building block and an efficient orthogonal protection-deprotection strategy [J].
Wong, CH ;
Ye, XS ;
Zhang, ZY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (28) :7137-7138