Document Detail

A frame shifted disulfide bridged analogue of angiotensin II.
MedLine Citation:
PMID:  12614883     Owner:  NLM     Status:  MEDLINE    
N-(2-Mercaptoethyl)glycine [NMGly] was incorporated into the 3 and 5 positions of angiotensin II and oxidized to give the corresponding cyclized disulfide c[NMGly(3,5)]Ang II. The binding affinity to the angiotensin II receptor (AT(1)) of this conformationally constrained analogue, which is related to the potent Ang II agonist c[Hcy(3,5)]Ang II, was examined. The analogue had no affinity to the AT(1) receptor. Theoretical conformational analysis was performed to compare the conformational characteristics of model compounds of c[Hcy(3,5)]Ang II and the frame shifted analogue c[NMGly(3,5)]Ang II in an attempt to explain the lack of affinity.
Boris Schmidt; Christian Kühn; Dennis K Ehlert; Gunnar Lindeberg; Susanna Lindman; Anders Karlén; Anders Hallberg
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Bioorganic & medicinal chemistry     Volume:  11     ISSN:  0968-0896     ISO Abbreviation:  Bioorg. Med. Chem.     Publication Date:  2003 Mar 
Date Detail:
Created Date:  2003-03-04     Completed Date:  2003-11-24     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  9413298     Medline TA:  Bioorg Med Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  985-90     Citation Subset:  IM    
TU Darmstadt, Institut for Organic Chemistry, Petersenstr. 22, D-64287 Darmstadt, Germany.
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MeSH Terms
Angiotensin II / analogs & derivatives*,  chemistry,  metabolism
CHO Cells
Cell Division / drug effects
Chemistry, Physical
Disulfides / chemistry*
Indicators and Reagents
Peptides / chemical synthesis
Physicochemical Phenomena
Protein Conformation
Radioligand Assay
Receptor, Angiotensin, Type 1 / drug effects,  metabolism
Reg. No./Substance:
0/Disulfides; 0/Indicators and Reagents; 0/Peptides; 0/Receptor, Angiotensin, Type 1; 11128-99-7/Angiotensin II

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