Document Detail


Synthesis of biologically active peptide nucleic acid-peptide conjugates by sortase-mediated ligation.
MedLine Citation:
PMID:  17432905     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Sortase A is a transpeptidase that cleaves at a pentapeptide-motif and subsequently transfers the acyl component to a nucleophile containing N-terminal oligoglycines. We investigate the reaction conditions of the sortase-mediated ligation and demonstrate a useful application by the synthesis of a peptide nucleic acid-cell-penetrating peptide chimera, the reaction equilibrium of which can be shifted in favor of the product by dialyzing out the low molecular weight byproduct. The synthesized conjugate exhibits dose-dependent antisense activity.
Authors:
Stephan Pritz; Yvonne Wolf; Oliver Kraetke; Jana Klose; Michael Bienert; Michael Beyermann
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2007-04-14
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  72     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2007 May 
Date Detail:
Created Date:  2007-05-04     Completed Date:  2007-07-02     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3909-12     Citation Subset:  IM    
Affiliation:
Leibniz-Institute of Molecular Pharmacology, Robert-Rössle-Strasse 10, 13125 Berlin, Germany. pritz@fmp-berlin.de
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MeSH Terms
Descriptor/Qualifier:
Amino Acid Sequence
Aminoacyltransferases / metabolism*
Bacterial Proteins / metabolism*
Cysteine Endopeptidases / metabolism*
Molecular Sequence Data
Nucleic Acids / chemistry*,  metabolism*
Peptides / chemistry*,  metabolism*
Chemical
Reg. No./Substance:
0/Bacterial Proteins; 0/Nucleic Acids; 0/Peptides; EC 2.3.2.-/Aminoacyltransferases; EC 2.3.2.-/sortase A; EC 3.4.22.-/Cysteine Endopeptidases

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