SYNTHESIS OF DOPAMINES LABELED WITH C-13 IN THE ALPHA-SIDE OR BETA-SIDE CHAIN POSITION AND THEIR APPLICATION TO STRUCTURAL STUDIES ON MELANINS BY SOLID-STATE NMR-SPECTROSCOPY

Authors
CRESCENZI O KROESCHE C HOFFBAUER W JANSEN M NAPOLITANO A PROTA G PETER MG
Citation
O. Crescenzi et al., SYNTHESIS OF DOPAMINES LABELED WITH C-13 IN THE ALPHA-SIDE OR BETA-SIDE CHAIN POSITION AND THEIR APPLICATION TO STRUCTURAL STUDIES ON MELANINS BY SOLID-STATE NMR-SPECTROSCOPY, Liebigs Annalen der Chemie, (6), 1994, pp. 563-567
Citations number
27
Categorie Soggetti
Chemistry
Journal title
Liebigs Annalen der Chemie → ACNP
ISSN journal
01702041
Issue
6
Year of publication
1994
Pages
563 - 567
Database
ISI
SICI code
0170-2041(1994):6<563:SODLWC>2.0.ZU;2-7
Abstract
Solid-state NMR spectroscopy was applied to the analysis of melanins p repared by peroxidase-H2O2 oxidation of dopamines specifically C-13 la belled in the alpha- or beta-side chain positions. A surprisingly dive rse pattern of signals indicated the presence of uncyclized dopamine a nd noradrenaline-derived units, in addition to indole and carbonyl car bon atoms. These structural features, coupled with the results obtaine d from elemental analysis of dopamine melanin samples prepared under d ifferent conditions, point to a pigment formation process more complex than previously believed.