PMID- 26920809
OWN - NLM
STAT- MEDLINE
DCOM- 20170106
LR  - 20170107
IS  - 1755-148X (Electronic)
IS  - 1755-1471 (Linking)
VI  - 29
IP  - 3
DP  - 2016 May
TI  - Roles of reactive oxygen species in UVA-induced oxidation of 
      5,6-dihydroxyindole-2-carboxylic acid-melanin as studied by differential 
      spectrophotometric method.
PG  - 340-51
LID - 10.1111/pcmr.12469 [doi]
AB  - Eumelanin photoprotects pigmented tissues from ultraviolet (UV) damage. However, 
      UVA-induced tanning seems to result from the photooxidation of preexisting 
      melanin and does not contribute to photoprotection. We investigated the mechanism 
      of UVA-induced degradation of 5,6-dihydroxyindole-2-carboxylic acid 
      (DHICA)-melanin taking advantage of its solubility in a neutral buffer and using 
      a differential spectrophotometric method to detect subtle changes in its 
      structure. Our methodology is suitable for examining the effects of various 
      agents that interact with reactive oxygen species (ROS) to determine how ROS is 
      involved in the UVA-induced oxidative modifications. The results show that UVA 
      radiation induces the oxidation of DHICA to indole-5,6-quinone-2-carboxylic acid 
      in eumelanin, which is then cleaved to form a photodegraded, pyrrolic moiety and 
      finally to form free pyrrole-2,3,5-tricarboxylic acid. The possible involvement 
      of superoxide radical and singlet oxygen in the oxidation was suggested. The 
      generation and quenching of singlet oxygen by DHICA-melanin was confirmed by 
      direct measurements of singlet oxygen phosphorescence.
CI  - (c) 2016 John Wiley & Sons A/S. Published by John Wiley & Sons Ltd.
FAU - Ito, Shosuke
AU  - Ito S
AD  - Department of Chemistry, Fujita Health University School of Health Sciences, 
      Toyoake, Aichi, Japan.
FAU - Kikuta, Marina
AU  - Kikuta M
AD  - Department of Chemistry, Fujita Health University School of Health Sciences, 
      Toyoake, Aichi, Japan.
FAU - Koike, Shota
AU  - Koike S
AD  - Department of Chemistry, Fujita Health University School of Health Sciences, 
      Toyoake, Aichi, Japan.
FAU - Szewczyk, Grzegorz
AU  - Szewczyk G
AD  - Department of Biophysics, Faculty of Biochemistry, Biophysics, and Biotechnology, 
      Jagiellonian University, Krakow, Poland.
FAU - Sarna, Michal
AU  - Sarna M
AD  - Department of Biophysics, Faculty of Biochemistry, Biophysics, and Biotechnology, 
      Jagiellonian University, Krakow, Poland.
FAU - Zadlo, Andrzej
AU  - Zadlo A
AD  - Department of Biophysics, Faculty of Biochemistry, Biophysics, and Biotechnology, 
      Jagiellonian University, Krakow, Poland.
FAU - Sarna, Tadeusz
AU  - Sarna T
AD  - Department of Biophysics, Faculty of Biochemistry, Biophysics, and Biotechnology, 
      Jagiellonian University, Krakow, Poland.
FAU - Wakamatsu, Kazumasa
AU  - Wakamatsu K
AD  - Department of Chemistry, Fujita Health University School of Health Sciences, 
      Toyoake, Aichi, Japan.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - England
TA  - Pigment Cell Melanoma Res
JT  - Pigment cell & melanoma research
JID - 101318927
RN  - 0 (Borohydrides)
RN  - 0 (Indoles)
RN  - 0 (Melanins)
RN  - 0 (Reactive Oxygen Species)
RN  - 0 (dihydroxyindole-melanin)
RN  - 17778-80-2 (Singlet Oxygen)
RN  - 4790-08-3 (5,6-dihydroxy-2-indolylcarboxylic acid)
RN  - 87L0B9CPPA (sodium borohydride)
RN  - BBX060AN9V (Hydrogen Peroxide)
RN  - PQ6CK8PD0R (Ascorbic Acid)
SB  - IM
MH  - Animals
MH  - Ascorbic Acid/pharmacology
MH  - Borohydrides/pharmacology
MH  - Cattle
MH  - Hydrogen Peroxide/pharmacology
MH  - Indoles/*chemistry/radiation effects
MH  - Luminescence
MH  - Melanins/*chemistry/radiation effects
MH  - Oxidation-Reduction/drug effects/radiation effects
MH  - Reactive Oxygen Species/*metabolism
MH  - Singlet Oxygen/metabolism
MH  - Spectrophotometry/*methods
MH  - Spectroscopy, Near-Infrared
MH  - Time Factors
MH  - *Ultraviolet Rays
OTO - NOTNLM
OT  - 5,6-dihydroxyindole-2-carboxylic acid
OT  - UVA
OT  - eumelanin
OT  - reactive oxygen species
OT  - singlet oxygen
EDAT- 2016/02/28 06:00
MHDA- 2017/01/07 06:00
CRDT- 2016/02/28 06:00
PHST- 2015/09/03 00:00 [received]
PHST- 2016/02/15 00:00 [accepted]
PHST- 2016/02/28 06:00 [entrez]
PHST- 2016/02/28 06:00 [pubmed]
PHST- 2017/01/07 06:00 [medline]
AID - 10.1111/pcmr.12469 [doi]
PST - ppublish
SO  - Pigment Cell Melanoma Res. 2016 May;29(3):340-51. doi: 10.1111/pcmr.12469.