Nuclear magnetic resonance analysis of carotenoids from the burgundy plumage of the Pompadour Cotinga (Xipholena punicea)

Amy M. Lafountain, Carlos N. Pacheco, Richard O. Prum, Harry A. Frank

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Previous analysis of carotenoids extracted from the burgundy plumage of the Pompadour Cotinga (Xipholena punicea) revealed six novel keto-carotenoid pigments with methoxyl groups in the C3-position of one or both β-rings. High performance liquid chromatography (HPLC), mass spectrometry, chemical analysis and, in some instances 1H NMR spectroscopy were employed to determine the structures of the molecules. Further analysis by NMR was precluded due to lack of material. The recent acquisition of multiple feathers from X. punicea specimens has made it possible to complete this work using correlated homonuclear spectroscopy (COSY), nuclear overhauser effect spectroscopy (NOESY) and 1H NMR. These new data conclusively confirm the structures of the six methoxy-carotenoids suggested by the earlier work. In addition, the resonance positions of the protons from the novel 3-methoxy-4-keto-β-ring and 2,3-didehydro-3-methoxy-4-keto-β-ring moieties are reported here for the first time.

Original languageEnglish (US)
Pages (from-to)133-141
Number of pages9
JournalArchives of Biochemistry and Biophysics
Volume539
Issue number2
DOIs
StatePublished - Sep 19 2013

Fingerprint

Carotenoids
Magnetic Resonance Spectroscopy
Nuclear magnetic resonance
Spectrum Analysis
Spectroscopy
Feathers
High performance liquid chromatography
Pigments
Nuclear magnetic resonance spectroscopy
Mass spectrometry
Protons
Mass Spectrometry
High Pressure Liquid Chromatography
Molecules
Chemical analysis
Proton Magnetic Resonance Spectroscopy

All Science Journal Classification (ASJC) codes

  • Biophysics
  • Biochemistry
  • Molecular Biology

Cite this

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title = "Nuclear magnetic resonance analysis of carotenoids from the burgundy plumage of the Pompadour Cotinga (Xipholena punicea)",
abstract = "Previous analysis of carotenoids extracted from the burgundy plumage of the Pompadour Cotinga (Xipholena punicea) revealed six novel keto-carotenoid pigments with methoxyl groups in the C3-position of one or both β-rings. High performance liquid chromatography (HPLC), mass spectrometry, chemical analysis and, in some instances 1H NMR spectroscopy were employed to determine the structures of the molecules. Further analysis by NMR was precluded due to lack of material. The recent acquisition of multiple feathers from X. punicea specimens has made it possible to complete this work using correlated homonuclear spectroscopy (COSY), nuclear overhauser effect spectroscopy (NOESY) and 1H NMR. These new data conclusively confirm the structures of the six methoxy-carotenoids suggested by the earlier work. In addition, the resonance positions of the protons from the novel 3-methoxy-4-keto-β-ring and 2,3-didehydro-3-methoxy-4-keto-β-ring moieties are reported here for the first time.",
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Nuclear magnetic resonance analysis of carotenoids from the burgundy plumage of the Pompadour Cotinga (Xipholena punicea). / Lafountain, Amy M.; Pacheco, Carlos N.; Prum, Richard O.; Frank, Harry A.

In: Archives of Biochemistry and Biophysics, Vol. 539, No. 2, 19.09.2013, p. 133-141.

Research output: Contribution to journalArticle

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