Synthesis of novel immunologically active tripalmitoyl-S-glycerylcysteinyl lipopeptides as useful intermediates for immunogen preparations
| Autor: | Karl-Heinz Wiesmüller, Jörg W. Metzger, Wolfgang G. Bessler, Renate Schaude, Günther Jung |
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| Rok vydání: | 2009 |
| Předmět: |
chemistry.chemical_classification
Immunogen Stereochemistry Lipoproteins Molecular Sequence Data Lipopeptide Peptide In Vitro Techniques Macrophage Activation Lymphocyte Activation Biochemistry Mice Structure-Activity Relationship chemistry.chemical_compound Adjuvants Immunologic chemistry Antigen Peptide synthesis Animals Structure–activity relationship Amino Acid Sequence Cysteine Peptide sequence Hapten |
| Zdroj: | International Journal of Peptide and Protein Research. 37:46-57 |
| ISSN: | 0367-8377 |
| DOI: | 10.1111/j.1399-3011.1991.tb00732.x |
| Popis: | The synthesis and characterization of lipopeptides consisting of the lipoamino acid N-palmitoyl-S-[2,3-bis(palmitoyloxy)-(2RS)-propyl]-[R]-cysteine (Pam3Cys-OH) and different peptide segments and/or spacer molecules is described. Pam3Cys-peptides, which are derived from the immunologically active N-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)4 and Pam3Cys-Ser-(Glu)4 proved to be potent macrophage and B-cell activators and non-toxic, non-pyrogenic immune adjuvants in combination with or covalently linked to antigens and haptens. |
| Databáze: | OpenAIRE |
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