Salicylhydroxamic acid inhibits Δ6 desaturation in the microalga Porphyridium cruentum

被引:12
作者
Khozin-Goldberg, I
Bigogno, C
Cohen, Z [1 ]
机构
[1] Jacob Blaustein Inst Desert Res, Microalgal Biotechnol Lab, IL-84990 Sede Boqer, Israel
[2] Ben Gurion Univ Negev, Dept Chem, IL-64105 Beer Sheva, Israel
来源
BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR AND CELL BIOLOGY OF LIPIDS | 1999年 / 1439卷 / 03期
关键词
biosynthesis; eicosapentaenoic acid; fatty acid desaturation; microalga; salicylhydroxamic acid; Porphyridium;
D O I
10.1016/S1388-1981(99)00107-9
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
Treatment of the microalga Porphyridium cruentum with salicylhydroxamic acid (SHAM) inhibited growth and affected fatty acid composition. At a relatively low concentration (40 mu M?) SHAM predominantly inhibits Delta 6 desaturation. The effect of the inhibitor was most intense in phosphatidylcholine (PC) and phosphatidylothanolamine, in which the proportions of the downstream products of the Delta 6 desaturase were reduced, whereas that of the substrate, 18:2 increased. As a result of the availability of 18:3, 18:3 omega 3, which under normal conditions is not observed, appeared predominantly in chloroplastic lipids. Pulse labeling with linoleic acid has shown that SHAM? inhibits Delta 6 desaturation almost immediately, suggesting an apparent inhibition of the activity of the desaturase, rather than its synthesis or that of its cofactors. Furthermore, the addition of gamma-linolenic acid to SHAM-inhibited cultures relieved the inhibition. Following exposure to the inhibitor, 18:3 omega 3 appeared first in chloroplastic glycolipids and only later in PC, indicating that the former are the substrates for the first dedicated step of the proposed omega 3 pathway in this alga. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:384 / 394
页数:11
相关论文
共 26 条
[1]  
Ackman R.G., 1969, METHOD ENZYMOL, V14, P329
[2]   BIOSYNTHESIS OF POLYUNSATURATED FATTY-ACIDS IN THE MARINE DIATOM, PHAEODACTYLUM-TRICORNUTUM [J].
ARAO, T ;
YAMADA, M .
PHYTOCHEMISTRY, 1994, 35 (05) :1177-1181
[3]  
Banas A, 1997, PHYSIOLOGY, BIOCHEMISTRY AND MOLECULAR BIOLOGY OF PLANT LIPIDS, P230
[4]  
BLIGH EG, 1959, CAN J BIOCHEM PHYS, V37, P911
[5]   GLYCEROLIPID SYNTHESIS - BIOCHEMISTRY AND REGULATION [J].
BROWSE, J ;
SOMERVILLE, C .
ANNUAL REVIEW OF PLANT PHYSIOLOGY AND PLANT MOLECULAR BIOLOGY, 1991, 42 :467-506
[6]   Fatty acid unsaturation in the red alga Porphyridium cruentum. Is the methylene interrupted nature of polyunsaturated fatty acids an intrinsic property of the desaturases? [J].
Cohen, Z ;
Shiran, D ;
Khozin, I ;
Heimer, YM .
BIOCHIMICA ET BIOPHYSICA ACTA-LIPIDS AND LIPID METABOLISM, 1997, 1344 (01) :59-64
[7]   DELTA-6 DESATURASE INHIBITION - A NOVEL MODE OF ACTION OF NORFLURAZONE [J].
COHEN, Z ;
HEIMER, YM .
PLANT PHYSIOLOGY, 1990, 93 (01) :347-349
[8]   POTENTIAL USE OF SUBSTITUTED PYRIDAZINONES FOR SELECTING POLYUNSATURATED FATTY-ACID OVERPRODUCING CELL-LINES OF ALGAE [J].
COHEN, Z ;
NORMAN, HA ;
HEIMER, YM .
PHYTOCHEMISTRY, 1993, 32 (02) :259-264
[9]   EFFECT OF ENVIRONMENTAL-CONDITIONS ON FATTY-ACID COMPOSITION OF THE RED ALGA PORPHYRIDIUM-CRUENTUM - CORRELATION TO GROWTH-RATE [J].
COHEN, Z ;
VONSHAK, A ;
RICHMOND, A .
JOURNAL OF PHYCOLOGY, 1988, 24 (03) :328-332
[10]   2.3 angstrom resolution X-ray crystal structure of the bisubstrate analogue inhibitor salicylhydroxamic acid bound to human myeloperoxidase: A model for a prereaction complex with hydrogen peroxide [J].
Davey, CA ;
Fenna, RE .
BIOCHEMISTRY, 1996, 35 (33) :10967-10973