Document Detail

A new photoisomerization of bilirubin.
MedLine Citation:
PMID:  10628307     Owner:  NLM     Status:  MEDLINE    
Photoirradiation of solutions of natural (4Z,15Z)-bilirubin-IX alpha in chloroform with approximately 366 nm UV light leads rapidly to a new photoisomer that has been characterized by NMR spectroscopy and by its (ground-state reaction) adducts with methanol and other protic nucleophiles. Unlike the previously described Z-->E geometric isomerization important in phototherapy of neonatal jaundice, the new photoisomerization involves regiospecific photoautomerization to afford 2-ethenyl-18-ethylidene- 1,10,19,22,24-pentahydro-2,7,13,17-tetramethyl-1,19- dioxo-21H-biline-8,12-dipropanoic acid.
L Cheng; D A Lightner
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Photochemistry and photobiology     Volume:  70     ISSN:  0031-8655     ISO Abbreviation:  Photochem. Photobiol.     Publication Date:  1999 Dec 
Date Detail:
Created Date:  2000-02-04     Completed Date:  2000-02-04     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  0376425     Medline TA:  Photochem Photobiol     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  941-8     Citation Subset:  IM    
Department of Chemistry, University of Nevada, Reno 89557-0020, USA.
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MeSH Terms
Bilirubin / chemistry*
Nuclear Magnetic Resonance, Biomolecular
Ultraviolet Rays
Grant Support
Reg. No./Substance:
0/Solutions; 635-65-4/Bilirubin

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