Escherichia coli K-12 substr. MG1655 Compound: EDTA

Synonyms: ethylenediaminetetraacetic acid, ethylenediaminetetraacetate

Superclasses: a non-metabolic compound

Chemical Formula: C10H13N2O8

Molecular Weight: 289.22 Daltons

Monoisotopic Molecular Weight: 293.09849053290003 Daltons

EDTA compound structure

SMILES: C(CN(CC([O-])=O)CC([O-])=O)[N+](CC([O-])=O)CC([O-])=O

InChI: InChI=1S/C10H16N2O8/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)/p-3


Unification Links: ChEBI:42191, HMDB:HMDB15109, KEGG:C00284, PubChem:25201827

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -307.18

Enzymes activated by EDTA, sorted by the type of activation, are:

Activator (Allosteric) of: fructoselysine 6-phosphate deglycase [Wiame02] Activator (Mechanism unknown) of: diacylglycerol pyrophosphate phosphatase [Dillon96], glutathione S-transferase [Arca90]

Enzymes inhibited by EDTA, sorted by the type of inhibition, are:

Inhibitor (Mechanism unknown) of: dipeptidyl carboxypeptidase [Chen09c, Henrich93], dimethylallyl-diphosphate:NAD(P)+ oxidoreductase [Adam02], cysteinylglycine dipeptidase [Suzuki01a], CTP:2,3,4-saturated L-phosphatidate cytidylyltransferase [Langley78a], murein tripeptide amidase [Maqbool12], cobalamin-independent homocysteine transmethylase [Whitfield70], ribonucleoside-triphosphate reductase [Eliasson92], peptidoglycan glycosyltransferase [Hara84], agmatinase [Satishchandran86], acetyl-CoA synthetase (AMP-forming) [Brown77], 3'-nucleotidase [Anraku64], α-dehydro-β-deoxy-D-glucarate aldolase [Fish66], L-rhamnose isomerase [Takagi64a], crotonobetainyl-CoA reductase [Roth94], fructose bisphosphate aldolase [Stribling73], 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase [Ray80], acetylornithine deacetylase [Vogel74], acid phosphatase / phosphotransferase [Thaller97], D-glucuronate isomerase [Ashwell60, Linster04], D-galacturonate isomerase [Ashwell60], rhamnulose-1-phosphate aldolase [Schwartz72, Comment 1], UDP-3-O-acyl-N-acetylglucosamine deacetylase [Jackman99], gluconolactonase [Hucho72], deoxyuridine triphosphatase [Shlomai78, Comment 2], 3-octaprenyl-4-hydroxybenzoate carboxy-lyase [Leppik76a, Comment 3], thiamine monophosphate kinase [Nishino72], biotin sulfoxide reductase [Del79], 2',3'-cyclic nucleotide 2'-phosphodiesterase [Anraku64] Inhibitor (Other types) of: aspartate ammonia-lyase


Adam02: Adam P, Hecht S, Eisenreich W, Kaiser J, Grawert T, Arigoni D, Bacher A, Rohdich F (2002). "Biosynthesis of terpenes: studies on 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductase." Proc Natl Acad Sci U S A 99(19);12108-13. PMID: 12198182

Anraku64: Anraku Y (1964). "A new cyclic phosphodiesterase having a 3'-nucleotidase activity from Escherichia coli B. I. Purification and some properties of the enzyme." J Biol Chem 1964;239(10):3412-3419. PMID: 14245396

Arca90: Arca P, Garcia P, Hardisson C, Suarez JE (1990). "Purification and study of a bacterial glutathione S-transferase." FEBS Lett 1990;263(1);77-9. PMID: 2185038

Ashwell60: Ashwell G, Wahba AJ, Hickman J (1960). "Uronic acid metabolism in bacteria. I. Purification and properties of uronic acid isomerase in Escherichia coli." J Biol Chem 1960;235(6):1559-1565. PMID: 13794771

Brown77: Brown TD, Jones-Mortimer MC, Kornberg HL (1977). "The enzymic interconversion of acetate and acetyl-coenzyme A in Escherichia coli." J Gen Microbiol 1977;102(2);327-36. PMID: 21941

Chen09c: Chen HL, Chang CT, Lin LL, Li TY, Lo HF (2009). "The dipeptidyl carboxypeptidase of Escherichia coli novablue: overproduction and molecular characterization of the recombinant enzyme." World Journal of Microbiology and Biotechnology 25(2);323-330.

Chiu75: Chiu TH, Evans KL, Feingold DS (1975). "L-Rhamnulose-1-phosphate aldosase." Methods Enzymol 1975;42;364-9. PMID: 237196

Del79: Del Campillo-Campbell, A, Dykhuizen, D, Cleary, PP "Enzymatic reduction of d-biotin d-sulfoxide to d-biotin." Methods in Enzymology 62:379-385 (1979).

Dillon96: Dillon DA, Wu WI, Riedel B, Wissing JB, Dowhan W, Carman GM (1996). "The Escherichia coli pgpB gene encodes for a diacylglycerol pyrophosphate phosphatase activity." J Biol Chem 271(48);30548-53. PMID: 8940025

Eliasson92: Eliasson R, Pontis E, Fontecave M, Gerez C, Harder J, Jornvall H, Krook M, Reichard P (1992). "Characterization of components of the anaerobic ribonucleotide reductase system from Escherichia coli." J Biol Chem 267(35);25541-7. PMID: 1460049

Fish66: Fish D, Blumenthal H "2-keto-3-deoxy-D-glucarate aldolase." Meth Enz 1966;9:529-534.

Hara84: Hara H, Suzuki H (1984). "A novel glycan polymerase that synthesizes uncross-linked peptidoglycan in Escherichia coli." FEBS Lett 168(1);155-60. PMID: 6368264

Henrich93: Henrich B, Becker S, Schroeder U, Plapp R (1993). "dcp gene of Escherichia coli: cloning, sequencing, transcript mapping, and characterization of the gene product." J Bacteriol 175(22);7290-300. PMID: 8226676

Hucho72: Hucho F, Wallenfels K (1972). "Glucono- -lactonase from Escherichia coli." Biochim Biophys Acta 1972;276(1);176-9. PMID: 4625870

Jackman99: Jackman JE, Raetz CR, Fierke CA (1999). "UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase of Escherichia coli is a zinc metalloenzyme." Biochemistry 1999;38(6);1902-11. PMID: 10026271

Langley78a: Langley KE, Kennedy EP (1978). "Partial purification and properties of CTP:phosphatidic acid cytidylyltransferase from membranes of Escherichia coli." J Bacteriol 1978;136(1);85-95. PMID: 30751

Leppik76a: Leppik RA, Young IG, Gibson F (1976). "Membrane-associated reactions in ubiquinone biosynthesis in Escherichia coli. 3-Octaprenyl-4-hydroxybenzoate carboxy-lyase." Biochim Biophys Acta 1976;436(4);800-10. PMID: 782527

Linster04: Linster CL, Van Schaftingen E (2004). "A spectrophotometric assay of D-glucuronate based on Escherichia coli uronate isomerase and mannonate dehydrogenase." Protein Expr Purif 37(2);352-60. PMID: 15358357

Maqbool12: Maqbool A, Herve M, Mengin-Lecreulx D, Wilkinson AJ, Thomas GH (2012). "MpaA is a murein-tripeptide-specific zinc carboxypeptidase that functions as part of a catabolic pathway for peptidoglycan-derived peptides in γ-proteobacteria." Biochem J 448(3);329-41. PMID: 22970852

Nishino72: Nishino H (1972). "Biogenesis of cocarboxylase in Escherichia coli. Partial purification and some properties of thiamine monophosphate kinase." J Biochem (Tokyo) 1972;72(5);1093-100. PMID: 4567662

Ray80: Ray PH, Benedict CD (1980). "Purification and characterization of specific 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase from Escherichia coli B." J Bacteriol 1980;142(1);60-8. PMID: 6246070

Roth94: Roth S, Jung K, Jung H, Hommel RK, Kleber HP (1994). "Crotonobetaine reductase from Escherichia coli--a new inducible enzyme of anaerobic metabolization of L(-)-carnitine." Antonie Van Leeuwenhoek 1994;65(1);63-9. PMID: 8060125

Satishchandran86: Satishchandran C, Boyle SM (1986). "Purification and properties of agmatine ureohydrolyase, a putrescine biosynthetic enzyme in Escherichia coli." J Bacteriol 1986;165(3);843-8. PMID: 3081491

Schwartz72: Schwartz NB, Feingold DS (1972). "L-rhamnulose 1-phosphate aldolase from Escherichia coli. II. Characterization as a zinc metalloenzyme." Bioinorg Chem 1:233-243.

Shlomai78: Shlomai J, Kornberg A (1978). "Deoxyuridine triphosphatase of Escherichia coli. Purification, properties, and use as a reagent to reduce uracil incorporation into DNA." J Biol Chem 1978;253(9);3305-12. PMID: 346589

Stribling73: Stribling D, Perham RN (1973). "Purification and characterization of two fructose diphosphate aldolases from Escherichia coli (Crookes' strain)." Biochem J 1973;131(4);833-41. PMID: 4198624

Suzuki01a: Suzuki H, Kamatani S, Kumagai H (2001). "Purification and characterization of aminopeptidase B from Escherichia coli K-12." Biosci Biotechnol Biochem 65(7);1549-58. PMID: 11515538

Takagi64a: Takagi Y, Sawada H (1964). "The metabolism of L-rhamnose in Escherichia coli. I. L-rhamnose isomerase." Biochim Biophys Acta 92:10-17. PMID: 14243758

Thaller97: Thaller MC, Schippa S, Bonci A, Cresti S, Rossolini GM (1997). "Identification of the gene (aphA) encoding the class B acid phosphatase/phosphotransferase of Escherichia coli MG1655 and characterization of its product." FEMS Microbiol Lett 1997;146(2);191-8. PMID: 9011040

Vogel74: Vogel, HJ, Vogel, RH "Enzymes of Arginine Biosynthesis." Advances in Enzymology 40:71-72 (1974).

Whitfield70: Whitfield CD, Steers EJ, Weisbach H (1970). "Purification and properties of 5-methyltetrahydropteroyltriglutamate-homocysteine transmethylase." J Biol Chem 1970;245(2);390-401. PMID: 4904482

Wiame02: Wiame E, Delpierre G, Collard F, Van Schaftingen E (2002). "Identification of a pathway for the utilization of the Amadori product fructoselysine in Escherichia coli." J Biol Chem 277(45);42523-9. PMID: 12147680

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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
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