Arzillo, Marianna (2010) INTEGRATED COMPUTATIONAL/EXPERIMENTAL APPROACHES TO THE STUDY OF THE OXIDATIVE CHEMISTRY OF PHENOLIC SYSTEMS. [Tesi di dottorato] (Unpublished)

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Item Type: Tesi di dottorato
Resource language: English
Title: INTEGRATED COMPUTATIONAL/EXPERIMENTAL APPROACHES TO THE STUDY OF THE OXIDATIVE CHEMISTRY OF PHENOLIC SYSTEMS
Creators:
Creators
Email
Arzillo, Marianna
marianna.arzillo@unina.it
Date: 29 November 2010
Number of Pages: 202
Institution: Università degli Studi di Napoli Federico II
Department: Chimica "Paolo Corradini"
Scuola di dottorato: Scienze chimiche
Dottorato: Scienze chimiche
Ciclo di dottorato: 23
Coordinatore del Corso di dottorato:
nome
email
Previtera, Lucio
previter@unina.it
Tutor:
nome
email
Crescenzi, Orlando
orlando.crescenzi@unina.it
Date: 29 November 2010
Number of Pages: 202
Keywords: 5,6-dihydroxyindole, eumelanin, DFT
Settori scientifico-disciplinari del MIUR: Area 03 - Scienze chimiche > CHIM/02 - Chimica fisica
Date Deposited: 02 Dec 2010 07:54
Last Modified: 30 Apr 2014 19:44
URI: http://www.fedoa.unina.it/id/eprint/8100
DOI: 10.6092/UNINA/FEDOA/8100

Collection description

5,6-Dihydroxyindole belongs to a unique group of naturally occurring indole compounds which have intrigued generations of organic and natural product chemists because of their central role in the biosynthesis of eumelanins, the major determinants of human skin, hair and eye pigmentation. The unique status of eumelanins among natural pigments is due to their socio-economic and biomedical relevance, encompassing racial pigmentation, skin photoprotection, sun tanning and pigmentary disorders such as albinism, vitiligo and melanoma. Despite many decades of work within the organic chemistry, biophysics and pigment cell communities, eumelanin structure remains virtually unknown, because of the marked chemical heterogeneity and the lack of well defined physicochemical properties, preventing successful application of spectroscopic techniques. In the present thesis, the chemistry of 5,6-dihydroxyindole has been investigated by combining and integrating the information provided by computational and experimental methodologies. This approach has proved useful to address and settle many open issues concerning the mechanisms of oxidative polymerization of 5,6-dihydroxyindoles and the basic features of eumelanin builiding blocks.

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