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Synthesis of novel immunologically active tripalmitoyl‐S‐glycerylcysteinyl lipopeptides as useful intermediates for immunogen preparations

 

作者: JÖRG METZGER,   KARL‐HEINZ WIESMÜLLER,   RENATE SCHAUDE,   WOLFGANG G. BESSLER,   GÜNTHER JUNG,  

 

期刊: International Journal of Peptide and Protein Research  (WILEY Available online 1991)
卷期: Volume 37, issue 1  

页码: 46-57

 

ISSN:0367-8377

 

年代: 1991

 

DOI:10.1111/j.1399-3011.1991.tb00732.x

 

出版商: Blackwell Publishing Ltd

 

关键词: B‐cell activators;immunoadjuvants;lipopeptides;macrophage activators: membrane anchors;peptide synthesis;S‐glycerylcysteine

 

数据来源: WILEY

 

摘要:

The synthesis and characterization of lipopeptides consisting of the lipoamino acidN‐palmitoyl‐S‐[2,3‐bis(palmitoyloxy)‐(2RS)‐propyl]‐[R]‐cysteine (Pam,Cys‐OH) and different peptide segments and/or spacer molecules is described. Pam,Cys‐peptides, which are derived from the immunologically active TV‐terminus of bacterial lipoprotein, were obtained either by solution or solid phase peptide synthesis. In particular, the amphiphilic and water‐soluble lipohexapeptides Pam3Cys‐Ser‐(Lys)4and Pam3Cys‐Ser‐(Glu)4proved to be potent macrophage and B‐cell activators and non‐toxic, non‐pyrogenic immune adjuvants in combination with or cova

 

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