INHIBITION OF SOYBEAN LIPOXYGENASE-1 BY CHAIN-BREAKING ANTIOXIDANTS

被引:35
作者
MACCARRONE, M
VELDINK, GA
VLIEGENTHART, JFG
AGRO, AF
机构
[1] UNIV ROMA TOR VERGATA,DEPT EXPTL MED & BIOCHEM SCI,IRCCS,IDI,I-00133 ROME,ITALY
[2] UNIV UTRECHT,BIJVOET CTR BIOMOLEC RES,DEPT BIOORGAN CHEM,3584 CH UTRECHT,NETHERLANDS
关键词
D O I
10.1007/BF02537041
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
The aim of this investigation was to determine whether chain-breaking antioxidants able to prevent lipid peroxidation can inhibit lipoxygenase-1 (EC 1.13.11.12). Therefore, the effects of ascorbic acid, 6-palmitoylascorbic acid and trolox on the enzyme activity were analyzed by means of Lineweaver-Burk double reciprocal plots and Yoshino's graphical method. The effect of these compounds on the formation of free radicals during lipoxygenase-l reaction was investigated as well, by monitoring the enzymic formation of oxodienes. We present evidence that the chain-breaking antioxidants ascorbic acid, 6-palmitoylascorbic acid and trolox inhibit soybean lipoxygenase-1 in the micromolar concentration range (Ki 27, 3 and 18 mu M, respectively). The inhibition is competitive, complete and reversible. All three compounds trap the free radicals formed during the lipoxygenase-catalyzed reaction, which might substantially contribute to their inhibitory ability. These findings can have physiological significance in the light of the lipoxygenase involvement in biomembrane remodelling.
引用
收藏
页码:51 / 54
页数:4
相关论文
共 28 条
[1]  
AGRO AF, 1973, BIOCHIM BIOPHYS ACTA, V326, P462
[2]   THE 3-DIMENSIONAL STRUCTURE OF AN ARACHIDONIC-ACID 15-LIPOXYGENASE [J].
BOYINGTON, JC ;
GAFFNEY, BJ ;
AMZEL, LM .
SCIENCE, 1993, 260 (5113) :1482-1486
[3]   PEROXIDASE-LIKE ACTIVITY OF LIPOXYGENASES - DIFFERENT SUBSTRATE-SPECIFICITY OF POTATO 5-LIPOXYGENASE AND SOYBEAN 15-LIPOXYGENASE AND PARTICULAR AFFINITY OF VITAMIN-E DERIVATIVES FOR THE 5-LIPOXYGENASE [J].
CUCUROU, C ;
BATTIONI, JP ;
DANIEL, R ;
MANSUY, D .
BIOCHIMICA ET BIOPHYSICA ACTA, 1991, 1081 (01) :99-105
[4]   MECHANISMS OF INACTIVATION OF LIPOXYGENASES BY PHENIDONE AND BW755C [J].
CUCUROU, C ;
BATTIONI, JP ;
THANG, DC ;
NAM, NH ;
MANSUY, D .
BIOCHEMISTRY, 1991, 30 (37) :8964-8970
[5]   ANTIOXIDANT AND CO-ANTIOXIDANT ACTIVITY OF VITAMIN-C - THE EFFECT OF VITAMIN-C, EITHER ALONE OR IN THE PRESENCE OF VITAMIN-E OR A WATER-SOLUBLE VITAMIN-E ANALOG, UPON THE PEROXIDATION OF AQUEOUS MULTILAMELLAR PHOSPHOLIPID LIPOSOMES [J].
DOBA, T ;
BURTON, GW ;
INGOLD, KU .
BIOCHIMICA ET BIOPHYSICA ACTA, 1985, 835 (02) :298-303
[6]   ANAEROBIC REACTION BETWEEN LIPOXYGENASE, LINOLEIC ACID AND ITS HYDROPEROXIDES [J].
GARSSEN, GJ ;
VLIEGENTHART, JF ;
BOLDINGH, J .
BIOCHEMICAL JOURNAL, 1971, 122 (03) :327-+
[7]   LIPOXYGENASES [J].
HILDEBRAND, DF .
PHYSIOLOGIA PLANTARUM, 1989, 76 (02) :249-253
[8]   LIPOXYGENASE IN SOYBEAN SEEDLINGS CATALYZES THE OXYGENATION OF PHOSPHOLIPID AND SUCH ACTIVITY CHANGES AFTER TREATMENT WITH FUNGAL ELICITOR [J].
KONDO, Y ;
KAWAI, Y ;
HAYASHI, T ;
OHNISHI, M ;
MIYAZAWA, T ;
ITOH, S ;
MIZUTANI, J .
BIOCHIMICA ET BIOPHYSICA ACTA, 1993, 1170 (03) :301-306
[9]  
KUHN H, 1990, J BIOL CHEM, V265, P1454
[10]   INHIBITION OF SOYBEAN LIPOXYGENASE-1 BY NORMAL-ALCOHOLS AND NORMAL-ALKYLTHIOLS [J].
KUNINORI, T ;
NISHIYAMA, J ;
SHIRAKAWA, M ;
SHIMOYAMA, A .
BIOCHIMICA ET BIOPHYSICA ACTA, 1992, 1125 (01) :49-55