TYROSINASE-PROMOTED OXIDATION OF 5,6-DIHYDROXYINDOLE-2-CARBOXYLIC ACID TO MELANIN - ISOLATION AND CHARACTERIZATION OF OLIGOMER INTERMEDIATES

被引:40
|
作者
PALUMBO, P [1 ]
DISCHIA, M [1 ]
PROTA, G [1 ]
机构
[1] UNIV NAPLES,DEPT ORGAN & BIOL CHEM,VIA MEZZOCANNONE 16,I-80134 NAPLES,ITALY
关键词
D O I
10.1016/S0040-4020(01)83461-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:4203 / 4206
页数:4
相关论文
共 50 条
  • [41] Self-assembly of 5,6-dihydroxyindole-2-carboxylic acid: polymorphism of a eumelanin building block on Au(111)
    De Marchi, F.
    Galeotti, G.
    Simenas, M.
    Ji, P.
    Chi, L.
    Tornau, E. E.
    Pezzella, A.
    MacLeod, J.
    Ebrahimi, M.
    Rosei, F.
    NANOSCALE, 2019, 11 (12) : 5422 - 5428
  • [42] Unexpected impact of esterification on the antioxidant activity and (photo) stability of a eumelanin from 5,6-dihydroxyindole-2-carboxylic acid
    Micillo, Raffaella
    Iacomino, Mariagrazia
    Perfetti, Marco
    Panzella, Lucia
    Koike, Kenzo
    D'Errico, Gerardino
    d'Ischia, Marco
    Napolitano, Alessandra
    PIGMENT CELL & MELANOMA RESEARCH, 2018, 31 (04) : 475 - 483
  • [43] NEW INTERMEDIATES IN THE OXIDATIVE POLYMERIZATION OF 5,6-DIHYDROXYINDOLE TO MELANIN PROMOTED BY THE PEROXIDASE/H2O2 SYSTEM
    DISCHIA, M
    NAPOLITANO, A
    TSIAKAS, K
    PROTA, G
    TETRAHEDRON, 1990, 46 (16) : 5789 - 5796
  • [44] Mechanism of dopachrome tautomerization into 5,6-dihydroxyindole-2-carboxylic acid catalyzed by Cu(II) based on quantum chemical calculations
    Kishida, Ryo
    Saputro, Adhitya G.
    Kasai, Hideaki
    BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 2015, 1850 (02): : 281 - 286
  • [45] A NEW ENZYMATIC FUNCTION IN THE MELANOGENIC PATHWAY - THE 5,6-DIHYDROXYINDOLE-2-CARBOXYLIC ACID OXIDASE ACTIVITY OF TYROSINASE-RELATED PROTEIN-1 (TRP1)
    JIMENEZCERVANTES, C
    SOLANO, F
    KOBAYASHI, T
    URABE, K
    HEARING, VJ
    LOZANO, JA
    GARCIABORRON, JC
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1994, 269 (27) : 17993 - 18000
  • [46] 5,6-DIHYDROXYINDOLE-2-CARBOXYLIC ACID, A DIFFUSIBLE MELANIN PRECURSOR, IS A POTENT STIMULATOR OF LIPOPOLYSACCHARIDE-INDUCED PRODUCTION OF NITRIC-OXIDE BY J774 MACROPHAGES
    DACQUISTO, F
    CARNUCCIO, R
    DISCHIA, M
    MISURACA, G
    LIFE SCIENCES, 1995, 57 (26) : PL401 - PL406
  • [47] Lack of Visible Chromophore Development in the Pulse Radiolysis Oxidation of 5,6-Dihydroxyindole-2-carboxylic Acid Oligomers: DFT Investigation and Implications for Eumelanin Absorption Properties
    Pezzella, Alessandro
    Panzella, Lucia
    Crescenzi, Orlando
    Napolitano, Alessandra
    Navaratnam, Suppiah
    Edge, Ruth
    Land, Edward J.
    Barone, Vincenzo
    d'Ischia, Marco
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (10) : 3727 - 3734
  • [48] The eumelanin intermediate 5,6-dihydroxyindole-2-carboxylic acid DHICA promotes differentiation and protection in epidermal cells: an additional role of melanogenesis
    Kovacs, D.
    Flori, E.
    Maresca, V.
    Ottaviani, M.
    Aspite, N.
    Panzella, L.
    Napolitano, A.
    d'Ischia, M.
    Picardo, M.
    PIGMENT CELL & MELANOMA RESEARCH, 2011, 24 (04) : 786 - 786
  • [49] A reassessment of the structure of 5,6-dihydroxyindole-2-carboxylic acid melanins by matrix-assisted laser desorption ionization mass spectrometry
    Napolitano, A
    Pezzella, A
    Prota, G
    Seraglia, R
    Traldi, P
    RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 1996, 10 (02) : 204 - 208