Stein T A, Engel R R, Tropp B E
Department of Surgery, Long Island Jewish Medical Center, Albert Einstein College of Medicine, New Hyde Park, NY 11042.
Biochim Biophys Acta. 1992 Feb 12;1123(3):249-56. doi: 10.1016/0005-2760(92)90003-e.
Analogs of glycerol-3-phosphate were tested as substrates or inhibitors of the glycerol-3-phosphate acyltransferases of mitochondria and microsomes. (rac)-3,4-Dihydroxybutyl-1-phosphonate, (rac)-glyceraldehyde 3-phosphate, (rac)-3-hydroxy-4-oxobutyl-1-phosphonate, (1S,3S)-1,3,4-trihydroxybutyl-1-phosphonate, and (1R,3S)-1,3,4 trihydroxybutyl-1-phosphonate were competitive inhibitors of both mitochondrial and microsomal sn-glycerol-3-phosphate acyltransferase activity. An isosteric analog of dihydroxyacetone phosphate, 4-hydroxy-3-oxobutyl-1-phosphonate, was a much stronger competitive inhibitor of the microsomal than the mitochondrial enzyme. Phenethyl alcohol was a noncompetitive inhibitor of both the microsomal and the mitochondrial acyltransferases. The product of the mitochondrial acyltransferase reaction with (rac)-3,4-dihydroxybutyl-1- phosphonate was almost exclusively (rac)-4-palmitoyloxy-3-hydroxybutyl-1-phosphonate. The microsomal acylation reaction generated both the monoacyl product and (S)-3,4-dipalmitoyloxybutyl-1-phosphonate. The apparent Km for (S)-3,4-dihydroxybutyl-1-phosphonate was 2.50 and 1.38 mM for the mitochondrial and microsomal enzymes, respectively.
甘油-3-磷酸类似物被测试作为线粒体和微粒体甘油-3-磷酸酰基转移酶的底物或抑制剂。（外消旋）-3,4-二羟基丁基-1-膦酸酯、（外消旋）-3-磷酸甘油醛、（外消旋）-3-羟基-4-氧代丁基-1-膦酸酯、（1S,3S）-1,3,4-三羟基丁基-1-膦酸酯和（1R,3S）-1,3,4-三羟基丁基-1-膦酸酯是线粒体和微粒体sn-甘油-3-磷酸酰基转移酶活性的竞争性抑制剂。磷酸二羟丙酮的等排类似物4-羟基-3-氧代丁基-1-膦酸酯是微粒体酶比线粒体酶更强的竞争性抑制剂。苯乙醇是微粒体和线粒体酰基转移酶的非竞争性抑制剂。线粒体酰基转移酶与（外消旋）-3,4-二羟基丁基-1-膦酸酯反应的产物几乎完全是（外消旋）-4-棕榈酰氧基-3-羟基丁基-1-膦酸酯。微粒体酰化反应生成单酰基产物和（S）-3,4-二棕榈酰氧基丁基-1-膦酸酯。（S）-3,4-二羟基丁基-1-膦酸酯对线粒体和微粒体酶的表观Km分别为2.50和1.38 mM。
