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discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: diisopropyl fluorophosphate

Chemical Formula: C6H14O3FP

Molecular Weight: 184.15 Daltons

Monoisotopic Molecular Weight: 184.06645902570003 Daltons

SMILES: CC(C)OP(=O)(F)OC(C)C

InChI: InChI=1S/C6H14FO3P/c1-5(2)9-11(7,8)10-6(3)4/h5-6H,1-4H3

InChIKey: InChIKey=MUCZHBLJLSDCSD-UHFFFAOYSA-N

Unification Links: ChEBI:17941 , ChemSpider:5723 , DrugBank:DB00677 , HMDB:HMDB14815 , KEGG:C00202 , PubChem:5936

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 60.15568 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
diisopropyl fluorophosphate + H2O → diisopropyl phosphate + fluoride + 2 H+

Enzymes inhibited by diisopropyl fluorophosphate, sorted by the type of inhibition, are:

Inhibitor (Irreversible) of: acyl-CoA thioesterase [Barnes68] , lysophospholipase [Cho94]

Inhibitor (Mechanism unknown) of: NADPH-dependent curcumin reductase [Hassaninasab11] , 6-aminohexanoate oligomermer exohydrolase [Kanagawa93] , poly(3-hydroxybutyrate) depolymerase [Handrick01] , N-cyclohexylformamide hydratase [Goda01] , (25R)-3α,7α,12α-trihydroxy-5β-cholestanoyl-CoA racemase [Schmitz94] , 13-sophorosyloxydocosanoate 6',6''-diacetate acetylesterase [Bucholtz76a] , 6-aminohexanoate linear dimer hydrolase [Kanagawa93] , triacylglycerol lipase [Eastmond06]

Inhibitor (Other types) of: (+)-bornyl diphosphate synthase [Croteau79]


References

Barnes68: Barnes EM, Wakil SJ (1968). "Studies on the mechanism of fatty acid synthesis. XIX. Preparation and general properties of palmityl thioesterase." J Biol Chem 1968;243(11);2955-62. PMID: 4871199

Bucholtz76a: Bucholtz ML, Light RJ (1976). "Hydrolysis of 13-sophorosyloxydocosanoic acid esters by acetyl- and carboxylesterases isolated from Candida bororiensis." J Biol Chem 251(2);431-7. PMID: 1245482

Cho94: Cho H, Cronan JE (1994). ""Protease I" of Escherichia coli functions as a thioesterase in vivo." J Bacteriol 176(6);1793-5. PMID: 8132479

Croteau79: Croteau R, Karp F (1979). "Biosynthesis of monoterpenes: preliminary characterization of bornyl pyrophosphate synthetase from sage (Salvia officinalis) and demonstration that Geranyl pyrophosphate is the preferred substrate for cyclization." Arch Biochem Biophys 198(2);512-22. PMID: 42356

Eastmond06: Eastmond PJ (2006). "SUGAR-DEPENDENT1 encodes a patatin domain triacylglycerol lipase that initiates storage oil breakdown in germinating Arabidopsis seeds." Plant Cell 18(3);665-75. PMID: 16473965

Goda01: Goda M, Hashimoto Y, Shimizu S, Kobayashi M (2001). "Discovery of a novel enzyme, isonitrile hydratase, involved in nitrogen-carbon triple bond cleavage." J Biol Chem 276(26);23480-5. PMID: 11306561

Handrick01: Handrick R, Reinhardt S, Focarete ML, Scandola M, Adamus G, Kowalczuk M, Jendrossek D (2001). "A new type of thermoalkalophilic hydrolase of Paucimonas lemoignei with high specificity for amorphous polyesters of short chain-length hydroxyalkanoic acids." J Biol Chem 276(39);36215-24. PMID: 11457823

Hassaninasab11: Hassaninasab A, Hashimoto Y, Tomita-Yokotani K, Kobayashi M (2011). "Discovery of the curcumin metabolic pathway involving a unique enzyme in an intestinal microorganism." Proc Natl Acad Sci U S A 108(16);6615-20. PMID: 21467222

Kanagawa93: Kanagawa K, Oishi M, Negoro S, Urabe I, Okada H (1993). "Characterization of the 6-aminohexanoate-dimer hydrolase from Pseudomonas sp. NK87." J Gen Microbiol 139 ( Pt 4);787-95. PMID: 8515236

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Schmitz94: Schmitz W, Fingerhut R, Conzelmann E (1994). "Purification and properties of an alpha-methylacyl-CoA racemase from rat liver." Eur J Biochem 222(2);313-23. PMID: 8020470


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Tue Nov 25, 2014, BIOCYC13A.