Synthesis of chloromethyl ketone derivatives of fatty acids. Their use as specific inhibitors of acetoacetyl-coenzyme A thiolase, cholesterol biosynthesis and fatty acid synthesis

scientific article (publication date: December 1978)

Synthesis of chloromethyl ketone derivatives of fatty acids. Their use as specific inhibitors of acetoacetyl-coenzyme A thiolase, cholesterol biosynthesis and fatty acid synthesis is …
instance of (P31):
scholarly articleQ13442814

External links are
P356DOI10.1042/BJ1750999
P953full work available at URLhttps://europepmc.org/articles/PMC1186163
https://europepmc.org/articles/PMC1186163?pdf=render
https://portlandpress.com/biochemj/article-pdf/175/3/999/620453/bj1750999.pdf
https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/33667/?tool=EBI
https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/33667/pdf/?tool=EBI
P932PMC publication ID1186163
P698PubMed publication ID33667
P5875ResearchGate publication ID23099450

P2093author name stringD. P. Bloxham
R. A. Chalkley
S. J. Coghlin
W. Salam
P2860cites workThe oxoacyl-coenzyme A thiolases of animal tissuesQ24531818
Selective inhibition of cholesterol synthesis by cell-free preparations of rat liver by using inhibitors of cytoplasmic acetoacetyl-coenzyme A thiolaseQ28323499
A kinetic and fluorimetric investigation of papain modified at tryptophan-69 and -177 by N-bromosuccinimideQ28363413
The reliability of molecular weight determinations by dodecyl sulfate-polyacrylamide gel electrophoresisQ29053311
On the Mechanism of Ketogenesis and Its Control. Purification, Kinetic Mechanism and Regulation of Different Forms of Mitochondrial Acetoacetyl-CoA Thiolases from Ox LiverQ33964092
beta-Hydroxy-beta-methyl-glutaryl coenzyme A reductase, cleavage and condensing enzymes in relation to cholesterol formation in rat liverQ34250090
Esters of methanesulfonic acid as irreversible inhibitors of acetylcholinesteraseQ34254828
Binding Energy, Specificity, and Enzymic Catalysis: The Circe EffectQ39066223
Assay of the mycobactins by measurement of the growth of Mycobacterium johneiQ39108455
Improved Alkylation of Acetoacetyl-Coenzyme A Thiolase by Extension of Chain Length in Chloromethyl Ketone Fatty AcidsQ39126547
Modification of pig heart lactate dehydrogenase with methyl methanethiosulphonate to produce an enzyme with altered catalytic activityQ39143165
Regulation of lipogenesis in animal tissues.Q39874939
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Simple alkanethiol groups for temporary blocking of sulfhydryl groups of enzymesQ39920355
Intracellular localization of the 3-hydroxy-3-methylglutaryl coenzme A cycle enzymes in liver. Separate cytoplasmic and mitochondrial 3-hydroxy-3-methylglutaryl coenzyme A generating systems for cholesterogenesis and ketogenesisQ39924567
Use of methanethiolation to investigate the catalytic role of sulphydryl groups in rabbit skeletal muscle pyruvate kinaseQ40169830
Substrate stereochemistry of the acetyl-CoA acetyltransferase reactionQ40332338
The kinetic mechanism and properties of the cytoplasmic acetoacetyl-coenzyme A thiolase from rat liverQ41998444
Synthesis of fatty acids in the perused mouse liverQ42137477
Reversible blocking of amino groups with citraconic anhydrideQ42152949
Selective modification of rabbit muscle pyruvate kinase by 5-chloro-4-oxopentanoic acidQ42537194
Kinetic and molecular properties of citraconyl-aldolase. The reversible denaturation and hybridization of the native and modified enzymesQ42561990
The reaction of aldolase with 2-methylmaleic anhydrideQ42935293
Two forms of acetoacetyl coenzyme A thiolase in yeast. I. Separation and propertiesQ44397373
Lipogenesis in hepatocytes of genetically obese ratsQ44769101
Structure of horse muscle phosphoglycerate kinase. Some results on the chain conformation, substrate binding and evolution of the molecule from a 3 angstrom Fourier map.Q47854756
Lipogenesis in rat hepatocytesQ68680838
The isolation of hormone-sensitive rat hepatocytes by a modified enzymatic techniqueQ68796803
Fatty acid and 3- -hydroxysterol synthesis in the perfused rat liver. Including measurements on the production of lactate, pyruvate, -hydroxy-butyrate, and acetoacetate by the fed liverQ69502528
Inactivation of pig heart thiolase by 3-butynoyl coenzyme A, 3-pentynoyl coenzyme A, and 4-bromocrotonyl coenzyme AQ69575072
Beta-hydroxydecanoyl thioester dehydrase. Studies on molecular structure and active siteQ69890778
On the mode of interaction of -hydroxydecanoyl thioester dehydrase with allenic acid derivativesQ70449049
The active site cysteines of thiolaseQ71585746
Mode of Inhibition of β-Hydroxydecanoyl Thioester Dehydrase by 3-Decynoyl-N-acetylcysteamineQ71639464
Effect of (—)-Hydroxycitrate on Fatty Acid Synthesis by Rat Liver in VivoQ71755435
[Purification and crystallization of thiolase; study of its action mechanism]Q72228523
DETERNATION OF CO-FACTOR DISSOCIATION CONSTANTS FROM THE KINETICS OF INHIBITION OF ENZYMESQ76957912
Amino acid sequence around the reactive cysteine residues in thiolaseQ77913752
P433issue3
P407language of work or nameEnglishQ1860
P921main subjectbiochemistryQ7094
cell biologyQ7141
fatty acidQ61476
P1104number of pages13
P304page(s)999-1011
P577publication date1978-12-01
P1433published inBiochemical JournalQ864221
P1476titleSynthesis of chloromethyl ketone derivatives of fatty acids. Their use as specific inhibitors of acetoacetyl-coenzyme A thiolase, cholesterol biosynthesis and fatty acid synthesis
P478volume175

Reverse relations

cites work (P2860)
Q7101225447 Chloromethyl ketone derivatives of fatty acids
Q42881906Chloroacetone as an active-site-directed inhibitor of the aliphatic amidase from Pseudomonas aeruginosa
Q28360071Inhibition of hydroxymethylglutaryl-coenzyme A synthase by L-659,699
Q41850567Mechanism of action of β-oxoacyl-CoA thiolase from rat liver cytosol. Direct evidence for the order of addition of the two acetyl-CoA molecules during the formation of acetoacetyl-CoA
Q68380132Selective reduction of fatty acid oxidation in colonocytes: correlation with ulcerative colitis
Q54772028The use of suicide substrates to select mutants of Escherichia coli lacking enzymes of alcohol fermentation.