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Spectroscopy Letters
An International Journal for Rapid Communication
Volume 17, 1984 - Issue 4-5
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Original Articles

Intramolecular Hydrogen Bonding in Bilirubin Monomethyl Esters Determined by 1H-NMR Spectroscopy

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Pages 317-327 | Received 22 Mar 1984, Accepted 25 Apr 1984, Published online: 06 Dec 2006

References

  • Lightner , D. A. 1982 . “ Structure, Photochemistry and Organic Chemistry of Bilirubin ” . In “Bilirubin” , Edited by: Heirwegh , K. P. M. and Brown , S. B. Vol. 1 , Boca Raton, FL : CRC Press . chapter 1 For a recent review, see
  • Bonnett , R. , Davies , J. E. , Hursthouse , M. B. and Sheldrick , G. M. 1978 . Proc. Roy. Soc. Lond. , B202 : 249
  • Le Bas , G. , Allegret , A. , Mauguen , Y. , De Rango , C. and Bailly , M. 1980 . Acta Cryst. , B36 : 3007
  • Mugnoli , A. , Manitto , P. and Monti , D. 1983 . Acta Cryst. , C39 : 1287
  • Kaplan , D. and Navon , G. 1983 . Israel J. Chem. , 23 : 177 For a recent review, see
  • Trull , F. R. , Ma , J.-S. , Landen , G. L. and Lightner , D. A. 1983 . Israel J. Chem. , 23 : 211
  • McDonagh , A. F. , Palma , L. A. and Lightner , D. A. 1980 . Science , 208 : 145
  • Lightner , D. A. and McDonagh , A. F. Accounts. Chem. Res. , submitted
  • McDonagh , A. F. 1979 . “ Bile Pigments: Bilatrienes and 5,15-Biladienes ” . In “The Porphyrins” , Edited by: Dolphin , D. Vol. VI , New York : Academic Press Inc. . chapter 6
  • Referring to Fig. 1 for numbering, IXβ (propionic acid at C-3 and C-7, vinyl at C-13 and C-18, methyl at C-2, C-8, C-12 and C-17); IXγ (propionic acid at C-2 and C-18, vinyl at C-8 and C-13, methyl at C-3, C-7, C-12 and C-17); and IXδ (propionic acid at C-13 and C-17, vinyl at C-3 and C-8, methyl at C-2, C-7, C-12 and C-18)
  • McDonagh , A. F. , Palma , L. A. , Trull , F. R. and Lightner , D. A. 1982 . J. Am. Chem. Soc. , 104 : 6865
  • McDonagh , A. F. , Palma , L. A. and Lightner , D. A. 1982 . J. Am. Chem. Soc. , 104 : 6867
  • Lightner , D. A. and Trull , F. R. 1983 . Spectroscopy Lett. , 16 : 785
  • Lightner , D. A. , Wooldridge , T. A. and McDonagh , A. F. 1979 . Proc. Natl. Acad. Sci (U. S. A.) , 76 : 29
  • Monti , D. and Manitto , P. 1981 . Synth. Comm. , 11 : 811
  • Bonnett , R. , Buckley , D. G. , Hanzetash , D. and McDonagh , A. F. 1983 . Israel J. Chem. , 23 : 173
  • Ma , J.-S. and Lightner , D. A. J. Heterocyclic Chem. , submitted, Improved, simple procedures for the preparation of bilirubin-IIIα and XIIIα from IXα have been described recently
  • Chedekel , M. R. , Crist , B. V. and Bilirubin . 1977 . “ Intramolecular Bonding and Conformation ” . In “Chemistry and Physiology of Bile Pigments” , Edited by: Berk , P. D. and Berlin , N. I. U. S. Govt. Printing Office . Chapter 47

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