Document Detail

Benzylprotected aromatic phosphonic acids for anchoring peptides on titanium.
MedLine Citation:
PMID:  16256349     Owner:  NLM     Status:  MEDLINE    
The development of biocompatible coatings is an ongoing issue. Mimicking the physiological adhesion process of osteoblasts to the extracellular matrix improves cell adhesion of osteoblasts in vitro and results in improved and earlier osseous integration of implants in vivo. Titanium, an often used material in implant surgery, can be easily coated by peptides bearing phosphonic acid groups. We report here, the synthesis of benzyl protected phosphonic acids suitable for solid-phase peptide synthesis (SPPS), which can be easily deprotected with TFA.
Jörg Auernheimer; Horst Kessler
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Publication Detail:
Type:  Journal Article     Date:  2005-10-25
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  16     ISSN:  0960-894X     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2006 Jan 
Date Detail:
Created Date:  2005-11-25     Completed Date:  2006-03-02     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  271-3     Citation Subset:  IM    
Department Chemie, Lehrstuhl II f. Organische Chemie, Technische Universität München, Lichtenbergstrasse 4, D-85747 Garching, Germany.
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MeSH Terms
Benzoic Acids / chemical synthesis,  chemistry*
Cell Adhesion / drug effects
Hydrocarbons, Aromatic / chemical synthesis,  chemistry*
Molecular Structure
Oligopeptides / chemical synthesis,  chemistry,  pharmacology*
Osteoblasts / drug effects
Phosphonic Acids / chemical synthesis,  chemistry*
Silanes / chemistry
Titanium / chemistry*
Trifluoroacetic Acid / chemistry
Reg. No./Substance:
0/Benzoic Acids; 0/Hydrocarbons, Aromatic; 0/Oligopeptides; 0/Phosphonic Acids; 0/Silanes; 7440-32-6/Titanium; 76-05-1/Trifluoroacetic Acid

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