Document Detail

Convenient solid-phase synthesis of oligopeptides using pentacoordinated phosphoranes with amino acid residue as building blocks.
MedLine Citation:
PMID:  15110194     Owner:  NLM     Status:  MEDLINE    
The reactive intermediates of pentacoordinated phosphoranes with amino acids (P(5)-AA) as building blocks, which were obtained by the reaction of O-phenylene phosphorochloridate with N,O-bis(trimethylsilyl)amino acids, were linked to a solid-phase support containing a hydroxymethyl polystyrene functional group. The first amino acid residue was coupled to the solid-phase support after washing the resin with organic solvent. Repeating the procedure led to oligopeptides linked on the resin. A series of free oligopeptides including tetra-Gly, di-Val, tri-Val, di-Leu, di-Phe, and Phe-Leu were obtained after cleavage from solid-phase support. The structure of these oligopeptides were determined by IR, (1)H NMR, FAB-MS, and HPLC.
Zhaolong Li; Hua Fu; Hegui Gong; Yufen Zhao
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Bioorganic chemistry     Volume:  32     ISSN:  0045-2068     ISO Abbreviation:  Bioorg. Chem.     Publication Date:  2004 Jun 
Date Detail:
Created Date:  2004-04-27     Completed Date:  2004-12-20     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  1303703     Medline TA:  Bioorg Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  170-7     Citation Subset:  IM    
Key Laboratory of Bioorganic Phosphorus Chemistry, Ministry of Education, Department of Chemistry, School of Life Sciences and Engineering, Tsinghua University, Beijing 100084, PR China.
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MeSH Terms
Amino Acids / chemistry*
Chromatography, High Pressure Liquid
Models, Chemical
Oligopeptides / analysis,  chemical synthesis*
Phosphoranes / chemistry*
Phosphoric Acids / chemistry
Spectrometry, Mass, Fast Atom Bombardment
Spectrophotometry, Infrared
Trimethylsilyl Compounds / chemistry
Reg. No./Substance:
0/Amino Acids; 0/Oligopeptides; 0/Phosphoranes; 0/Phosphoric Acids; 0/Trimethylsilyl Compounds

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