Premium
Synthesis of Dopamines Labelled with 13 C in the α‐ or β‐Side Chain Position and Their Application to Structural Studies on Melanins by Solid‐State NMR Spectroscopy
Author(s) -
Crescenzi Orlando,
Kroesche Christoph,
Hoffbauer Wilfried,
Jansen Martin,
Napolitano Alessandra,
Prota Giuseppe,
Peter Martin G.
Publication year - 1994
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199419940606
Subject(s) - chemistry , side chain , solid state , elemental analysis , pigment , spectroscopy , nuclear magnetic resonance spectroscopy , solid state nuclear magnetic resonance , carbon 13 nmr , crystallography , stereochemistry , organic chemistry , nuclear magnetic resonance , physics , quantum mechanics , polymer
Solid‐state NMR spectroscopy was applied to the analysis of melanins prepared by peroxidase‐H 2 O 2 oxidation of dopamines specifically 13 C labelled in the α‐ or β‐side chain positions. A surprisingly diverse pattern of signals indicated the presence of uncyclized dopamine and noradrenaline‐derived units, in addition to indole and carbonyl carbon atoms. These structural features, coupled with the results obtained from elemental analysis of dopamine melanin samples prepared under different conditions, point to a pigment formation process more complex than previously believed.