Literature DB >> 534477

Preparation and properties of bilirubin photoisomers.

M S Stoll, E A Zenone, J D Ostrow, J E Zarembo.   

Abstract

Polar photoisomers of bilirubin were formed by irradiation of bilirubin in chloroform solution in the absence of O2. Two pairs of compounds were isolated with molecular weights identical with bilirubin. One pair reverted to bilirubin in polar media and gave chemical reactions similar to bilirubin; the other pair were not reconverted into bilirubin by chemical means and gave reactions distinct from those of bilirubin. However, both groups were reconverted into bilirubin by irradiation in chloroform solution in the absence of O2. The probable role of these photoisomers in the catabolism of bilirubin during phototherapy of neonatal jaundice is discussed.

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Year:  1979        PMID: 534477      PMCID: PMC1161482          DOI: 10.1042/bj1830139

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  12 in total

1.  Commercial bilirubin: A trinity of isomers.

Authors:  A F. McDonagh; F Assisi
Journal:  FEBS Lett       Date:  1971-11-01       Impact factor: 4.124

2.  Mechanisms of the photodegradation of bilirubin.

Authors:  R Bonnett
Journal:  Biochem Soc Trans       Date:  1976       Impact factor: 5.407

3.  Structure of bilirubin.

Authors:  R Bonnett; J E Davies; M B Hursthouse
Journal:  Nature       Date:  1976-07-22       Impact factor: 49.962

4.  A pigment found in Crigler--Najjar syndrome and its similarity to an ultrafiltrable photoderivative of bilirubin.

Authors:  J Kapitulnik; N A Kaufmann; K Goitein; G Cividalli; S H Blondheim
Journal:  Clin Chim Acta       Date:  1974-12-17       Impact factor: 3.786

5.  Photodecomposition of bilirubin: ultrafiltrable derivatives.

Authors:  J Kapitulnik; S H Blondheim; A Grunfeld; N A Kaufmann
Journal:  Clin Chim Acta       Date:  1973-08-30       Impact factor: 3.786

6.  Evidence for conversion of bilirubin to dihydroxyl derivatives in the gunn rat.

Authors:  C S Berry; J E Zarembo; J D Ostrow
Journal:  Biochem Biophys Res Commun       Date:  1972-12-04       Impact factor: 3.575

7.  The role of singlet oxygen in bilirubin photo-oxidation.

Authors:  A F McDonagh
Journal:  Biochem Biophys Res Commun       Date:  1971-09-17       Impact factor: 3.575

8.  Configurational isomerization of bilirubin and the mechanism of jaundice phototherapy.

Authors:  D A Lightner; T A Wooldridge; A F McDonagh
Journal:  Biochem Biophys Res Commun       Date:  1979-01-30       Impact factor: 3.575

9.  The preparation and characterization of bile pigments.

Authors:  M S Stoll; C H Gray
Journal:  Biochem J       Date:  1977-04-01       Impact factor: 3.857

10.  Photocatabolism of labeled bilirubin in the congenitally jaundiced (Gunn) rat.

Authors:  J D Ostrow
Journal:  J Clin Invest       Date:  1971-03       Impact factor: 14.808

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  19 in total

1.  High-pressure liquid chromatographic analysis of anaerobic photoproducts of bilirubin-IX alpha in vitro and its comparison with photoproducts in vivo.

Authors:  S Onishi; N Kawade; S Itoh; K Isobe; S Sugiyama
Journal:  Biochem J       Date:  1980-09-15       Impact factor: 3.857

2.  Demonstration of a geometric isomer of bilirubin-IX alpha in the serum of a hyperbilirubinaemic newborn infant and the mechanism of jaundice phototherapy.

Authors:  S Onishi; K Isobe; S Itoh; N Kawade; S Sugiyama
Journal:  Biochem J       Date:  1980-09-15       Impact factor: 3.857

3.  Albumin binding of photobilirubin II.

Authors:  P Meisel; K E Biebler; A Gens; K Jaehrig
Journal:  Biochem J       Date:  1983-07-01       Impact factor: 3.857

4.  Photobilirubin II.

Authors:  R Bonnett; D G Buckley; D Hamzetash; G E Hawkes; S Ioannou; M S Stoll
Journal:  Biochem J       Date:  1984-05-01       Impact factor: 3.857

5.  Concerning the structure of photobilirubin II.

Authors:  M S Stoll; N Vicker; C H Gray; R Bonnett
Journal:  Biochem J       Date:  1982-01-01       Impact factor: 3.857

6.  Photoisomerized bilirubin in blood from infants receiving phototherapy.

Authors:  A A Lamola; W E Blumberg; R McClead; A Fanaroff
Journal:  Proc Natl Acad Sci U S A       Date:  1981-03       Impact factor: 11.205

7.  Kinetics of biliary excretion of the main two bilirubin photoproducts after injection into Gunn rats.

Authors:  S Onishi; N Kawade; S Itoh; K Isobe; S Sugiyama; T Hashimoto; H Narita
Journal:  Biochem J       Date:  1981-07-15       Impact factor: 3.857

8.  Kinetics of the photochemical interconversion among geometric photoisomers of bilirubin.

Authors:  K Isobe; S Onishi
Journal:  Biochem J       Date:  1981-03-01       Impact factor: 3.857

9.  Wavelength-dependence of the relative rate constants for the main geometric and structural photoisomerization of bilirubin IX alpha bound to human serum albumin. Demonstration of green light at 510 nm as the most effective wavelength in photochemical changes from (ZZ)-bilirubin IX alpha to (EZ)-cyclobilirubin IX alpha via (EZ)-bilirubin.

Authors:  S Onishi; S Itoh; K Isobe
Journal:  Biochem J       Date:  1986-05-15       Impact factor: 3.857

10.  Structure and thermal interconversion of cyclobilirubin IX alpha.

Authors:  S Onishi; I Miura; K Isobe; S Itoh; T Ogino; T Yokoyama; T Yamakawa
Journal:  Biochem J       Date:  1984-03-15       Impact factor: 3.857

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