Urocanic acid isomers are good hydroxyl radical scavengers: a comparative study with structural analogues and with uric acid

被引:22
作者
Kammeyer, A
Eggelte, TA
Bos, JD
Teunissen, MBM
机构
[1] Univ Amsterdam, Acad Med Ctr, Dept Dermatol, NL-1100 DD Amsterdam, Netherlands
[2] Univ Amsterdam, Acad Med Ctr, Dept Clin Pharmacol, NL-1100 DD Amsterdam, Netherlands
来源
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS | 1999年 / 1428卷 / 01期
关键词
deoxyribose degradation; histidine; hydroxyl radical; imidazole; uric acid; urocanic acid;
D O I
10.1016/S0304-4165(99)00063-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
UV-exposure of the epidermis leads to the isomerisation of trans-UCA into cis-UCA as well as to the generation of hydroxyl radicals. This study shows by means of the deoxyribose degradation test that UCA isomers are more powerful hydroxyl radical scavengers than the other 4-(5-)substituted imidazole derivatives, such as histidine, though less powerful than uric acid. UCA, present in relatively high concentrations in the epidermis, may well be a major natural hydroxyl radical scavenger. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:117 / 120
页数:4
相关论文
共 20 条
[1]  
Anglin Jr J.H., 1976, COSMET TOILETRIES, V91, P47
[2]   CARNOSINE, HOMOCARNOSINE AND ANSERINE - COULD THEY ACT AS ANTIOXIDANTS INVIVO [J].
ARUOMA, OI ;
LAUGHTON, MJ ;
HALLIWELL, B .
BIOCHEMICAL JOURNAL, 1989, 264 (03) :863-869
[3]   L-CARNOSINE (BETA-ALANYL-L-HISTIDINE) AND CARCININE (BETA-ALANYLHISTAMINE) ACT AS NATURAL ANTIOXIDANTS WITH HYDROXYL-RADICAL-SCAVENGING AND LIPID-PEROXIDASE ACTIVITIES [J].
BABIZHAYEV, MA ;
SEGUIN, MC ;
GUEYNE, J ;
EVSTIGNEEVA, RP ;
AGEYEVA, EA ;
ZHELTUKHINA, GA .
BIOCHEMICAL JOURNAL, 1994, 304 :509-516
[4]   TOWARDS THE PHYSIOLOGICAL-FUNCTION OF URIC-ACID [J].
BECKER, BF .
FREE RADICAL BIOLOGY AND MEDICINE, 1993, 14 (06) :615-631
[5]   POTENTIAL INVOLVEMENT OF FREE-RADICAL REACTIONS IN ULTRAVIOLET LIGHT-MEDIATED CUTANEOUS DAMAGE [J].
BLACK, HS .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1987, 46 (02) :213-221
[6]   CELLULAR PRODUCTION OF HYDROGEN-PEROXIDE [J].
BOVERIS, A ;
CHANCE, B ;
OSHINO, N .
BIOCHEMICAL JOURNAL, 1972, 128 (03) :617-&
[7]   CIMETIDINE AND OTHER H-2-RECEPTOR ANTAGONISTS AS POWERFUL HYDROXYL RADICAL SCAVENGERS [J].
CHING, TL ;
HAENEN, GRMM ;
BAST, A .
CHEMICO-BIOLOGICAL INTERACTIONS, 1993, 86 (02) :119-127
[8]   HISTAMINE AS A MARKER FOR HYDROXYL RADICALS [J].
CHING, TL ;
VANDERHEE, RM ;
BHOELAN, NM ;
BLAUW, J ;
MENGE, WMPB ;
DEJONG, J ;
BAST, A .
MEDIATORS OF INFLAMMATION, 1995, 4 (05) :339-343
[9]   FREE-RADICALS IN CUTANEOUS BIOLOGY [J].
DARR, D ;
FRIDOVICH, I .
JOURNAL OF INVESTIGATIVE DERMATOLOGY, 1994, 102 (05) :671-675
[10]   ACTION SPECTRA FOR THE TRANS TO CIS PHOTOISOMERIZATION OF UROCANIC ACID INVITRO AND IN MOUSE SKIN [J].
GIBBS, NK ;
NORVAL, M ;
TRAYNOR, NJ ;
WOLF, M ;
JOHNSON, BE ;
CROSBY, J .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1993, 57 (03) :584-590