Document Detail

Synthesis of N-quinonyltaurines.
MedLine Citation:
PMID:  12707810     Owner:  NLM     Status:  MEDLINE    
Both 1,4-benzoquinones and 1,4-naphthoquinones were attached to the non-proteinogenic amino acid taurine to form N-quinonyl taurine derivatives. The products were formed via the direct Michael-like addition or by substitution of a good leaving group. An attempt to bridge the two moieties via an ureido spacer resulted in the formation of a bis-quinonylamino isocyanurate derivative. Preliminary MO calculations provided internal ground-state geometries and orbital coefficients of the HOMO levels in two representing taurine conjugates.
S Gorohovsky; G Temtsin-Krayz; S Bittner
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Amino acids     Volume:  24     ISSN:  0939-4451     ISO Abbreviation:  Amino Acids     Publication Date:  2003 Apr 
Date Detail:
Created Date:  2003-04-22     Completed Date:  2004-03-09     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9200312     Medline TA:  Amino Acids     Country:  Austria    
Other Details:
Languages:  eng     Pagination:  281-7     Citation Subset:  IM    
Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva 84105, Israel.
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MeSH Terms
Benzoquinones / chemistry
Models, Chemical
Models, Molecular
Molecular Structure
Naphthoquinones / chemistry
Quinones / chemistry*
Taurine / chemical synthesis*,  chemistry
Reg. No./Substance:
0/Benzoquinones; 0/Naphthoquinones; 0/Quinones; 107-35-7/Taurine; 130-15-4/1,4-naphthoquinone

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