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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
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MetaCyc Compound: EDTA

Synonyms: ethylenediaminetetraacetic acid, ethylenediaminetetraacetate

Superclasses: a non-metabolic compound

Chemical Formula: C10H13N2O8

Molecular Weight: 289.22 Daltons

Monoisotopic Molecular Weight: 292.0906655008 Daltons

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

InChIKey: InChIKey=KCXVZYZYPLLWCC-UHFFFAOYSA-K

Unification Links: ChEBI:4735 , HMDB:HMDB15109 , KEGG:C00284 , PubChem:25201827

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -176.46396 Inferred by computational analysis [Latendresse13]

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

Activator (Allosteric) of: fructoselysine 6-phosphate deglycase [Wiame02]

Activator (Mechanism unknown) of: glutathione S-transferase [Arca90] , diacylglycerol pyrophosphate phosphatase [Dillon96] , sinapoyl-CoA: glucarate sinapoyltransferase [Strack87] , cellobiose 2-epimerase [Taguchi08] , dihydropterin oxidase [Unnasch82] , glycerophosphocholine cholinephosphodiesterase [Sugimori13] , quercetin 6-hydroxylase [Halbwirth04] , L-galactono-γ-lactone dehydrogenase [Shigeoka79] , L-asparaginase [Raha90]

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

Inhibitor (Competitive) of: hexulose-6-phosphate synthase [Kato78] , hexulose-6-phosphate synthase [Kato90] , glycerol dehydrogenase [McGregor74]

Inhibitor (Mechanism unknown) of: 3-octaprenyl-4-hydroxybenzoate carboxy-lyase [Leppik76, Comment 1] , rhamnulose-1-phosphate aldolase [Schwartz72, Comment 2] , UDP-3-O-acyl-N-acetylglucosamine deacetylase [Jackman99] , glycerate kinase [Doughty66] , L-rhamnose isomerase [Takagi64] , D-galacturonate isomerase [Ashwell60] , D-glucuronate isomerase [Ashwell60, Linster04] , deoxyuridine triphosphatase [Shlomai78, Comment 3] , acetylornithine deacetylase [Vogel74] , agmatinase [Satishchandran86] , cobalamin-independent homocysteine transmethylase [Whitfield70] , thiamin monophosphate kinase [Nishino72] , acetyl-CoA synthetase (AMP-forming) [Brown77] , peptidoglycan glycosyltransferase [Hara84] , α-dehydro-β-deoxy-D-glucarate aldolase [Fish66] , fructose bisphosphate aldolase [Stribling73] , murein tripeptide amidase [Maqbool12] , gluconolactonase [Hucho72] , cysteinylglycine dipeptidase [Suzuki01] , CTP:2,3,4-saturated L-phosphatidate cytidylyltransferase [Langley78] , ribonucleoside-triphosphate reductase [Eliasson92] , biotin sulfoxide reductase [Del79] , acid phosphatase / phosphotransferase [Thaller97] , 2',3'-cyclic nucleotide 2'-phosphodiesterase [ANRAKU64] , 3'-nucleotidase [ANRAKU64] , 8-hydroxykaempferol 8-O-methyltransferase [Jay85] , gossypetin 8-O-methyltransferase [Jay85] , gentisyl alcohol epoxidase [Priest89] , synephrine dehydratase [Manne86] , geraniol dehydrogenase (NAD+) [NOGE05] , D-serine ammonia-lyase [Tanaka11] , 3,7-dimethylquercetin 6-hydroxylase [Anzellotti00] , 3,7,4'-trimethylquercetin 6-hydroxylase [Anzellotti00] , 3,7,4'-trimethylquercetagetin 6-O-methyltransferase [De85] , 3,7-dimethylquercetagetin 6-O-methyltransferase [De85] , 3,7,3'-methylquercetagetin 6-O-methyltransferase [De85] , D-fructose-6-phosphate cytidylyltransferase [Wang12a] , SAM: anol-O-methyltransferase [Kemmerer96] , 1,2,4-trihydroxybenzene 1,2-dioxygenase [Takenaka03] , 4-amino-3-hydroxy-benzoate 2,3-dioxygenase [Takenaka02] , D-xylulose-5-phosphate cytidylyltransferase [Wang12b] , trehalase [App89] , trehalose-6-phosphate phosphatase [Vandercammen89] , chitin synthase [MartinezRucobo09] , N-acetylglucosamine-6-phosphate deacetylase [Yamano96] , biotin--[acetyl-CoA carboxylase] synthetase [Tissot98] , 2-protocatechuoylphloroglucinolcarboxylate esterase [Child63] , 3-phosphonopyruvate hydrolase [Kulakova03] , phosphonoacetate hydrolase [Borisova11] , pullulanase [Dong97] , NAD+-dependent L-rhamnofuranose 1-dehydrogenase [Rigo76] , poly(3-hydroxybutyrate) depolymerase [Handrick01] , glycerol-2-phosphate cytidylyltransfrase [Wang10] , pectate lyase [Tardy97] , pectate lyase [Tardy97] , pectate lyase [Tardy97] , exotrigalacturonate lyase [Shevchik99] , digalacturonate lyase [Shevchik99] , L-galactonate dehydratase [Kuorelahti06] , galactonolactonase [Ishikawa08] , 2-keto-3-deoxy-D-glycero-D-galacto-nononate-9-phosphate synthase [Angata99] , γ-butyrobetaine hydroxylase [Vaz99] , ε-N-trimethyllysine hydroxylase [Sachan80] , nitrilotriacetate monooxygenase [Uetz92] , streptomycin 6-kinase [Sugiyama83] , 31-O-demethyl-FK506 methyltransferase [Shafiee94] , (S)-2-hydroxypropylphosphonate epoxidase [Liu03] , parathion hydrolase [Dumas89] , carbapenemase [Rossolini98] , deacetoxycephalosporin C hydroxylase [Baker91] , deacetoxycephalosporin C synthase [Dotzlaf89] , deacetoxycephalosporin C hydroxylase [Dotzlaf87] , deacetoxycephalosporin C synthase [Dotzlaf87] , kynurenine formamidase [Kurnasov03] , D-lactate dehydrogenase [Schweiger84] , cysteine dioxygenase [Chai05] , formiminoglutamate formiminohydrolase [Kaminskas70, Magasanik71] , β-cyano-L-alanine synthase [Comment 4] , DL-methylmalonyl-CoA racemase [Stabler85] , ATP:2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine 6-diphosphotransferase [Rebeille97] , mandelate racemase [WeilMalherbe66] , shikimate kinase [Comment 5] , 2-phospho-3-sulfolactate phosphohydrolase [Graham01] , MtaC protein: coenzyme M methyltransferase [LeClerc96] , phosphonoacetate hydrolase [McGrath95] , ethanolamine kinase [Wharfe79] , (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl-diphosphate:4-aminobenzoate 2-amino-4-hydroxydihydropteridine-6-methenyltransferase , mannose-1-phosphate phosphatase [Rumpho83] , berberine bridge enzyme [Steffens85] , flavanone 3β-hydroxylase [Forkmann80] , NAD kinase [Turner04] , 7-methylxanthosine hydrolase [Negishi88] , 2,5-dihydroxypyridine dioxygenase [Gauthier71] , cis-4-hydroxy-D-proline dehydrogenase [Yoneya61] , vomilenine reductase [vonSchumann02] , vellosimine reductase [Pfitzner84] , L-sorbosone dehydrogenase [Asakura99] , p-hydroxyphenylpyruvate oxidase [Blakley77] , 3-keto-5-aminohexanoate cleavage enzyme [Yorifuji77]

Inhibitor (Other types) of: aspartate ammonia-lyase , 2-oxoglutarate oxygenase/decarboxylase (ethylene-forming) [Nagahama91] , protocatechuate 2,3-dioxygenase [Wolgel90] , 2-phosphinomethylmalate synthase [Shimotohno88] , (+)-4-chloromuconolactone hydrolase [Camara08] , trans-4-carboxymethylenebut-2-en-4-olide lactonohydrolase [Camara08] , allantoate amidohydrolase [Raso07] , pyruvic oxime dioxygenase [Ono96] , alkenyl thiohydroximate-O-sulfate sulfohydrolase (epithionitrile-forming) [Burow06] , thiohydroximate-O-sulfate sulfohydrolase (nitrile-forming) [Burow06] , fructose bisphosphate aldolase [London73] , NAD-dependent formate dehydrogenase [Kearny72] , cis-1,2-dihydro-1,2-dihydroxynaphthalene-1, 2-dehydrogenase [Patel74]


References

Angata99: Angata T, Nakata D, Matsuda T, Kitajima K, Troy FA (1999). "Biosynthesis of KDN (2-keto-3-deoxy-D-glycero-D-galacto-nononic acid). Identification and characterization of a KDN-9-phosphate synthetase activity from trout testis." J Biol Chem 274(33);22949-56. PMID: 10438460

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 239;3412-9. PMID: 14245396

Anzellotti00: Anzellotti D, Ibrahim RK (2000). "Novel flavonol 2-oxoglutarate dependent dioxygenase: affinity purification, characterization, and kinetic properties." Arch Biochem Biophys 382(2);161-72. PMID: 11068865

App89: App H, Holzer H (1989). "Purification and characterization of neutral trehalase from the yeast ABYS1 mutant." J Biol Chem 264(29);17583-8. PMID: 2507544

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

Asakura99: Asakura A, Hoshino T (1999). "Isolation and Characterization of a New Quinoprotein Dehydrogenase, L-Sorbose/L-Sorbosone Dehydrogenase." Biosci. Biotechnol. Biochem., 63 (1), 46-53.

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. 235:1559-1565. PMID: 13794771

Baker91: Baker BJ, Dotzlaf JE, Yeh WK (1991). "Deacetoxycephalosporin C hydroxylase of Streptomyces clavuligerus. Purification, characterization, bifunctionality, and evolutionary implication." J Biol Chem 266(8);5087-93. PMID: 2002049

Blakley77: Blakley ER (1977). "The catabolism of L-tyrosine by an Arthrobacter sp." Can J Microbiol 23(9);1128-39. PMID: 20216

Borisova11: Borisova SA, Christman HD, Metcalf ME, Zulkepli NA, Zhang JK, van der Donk WA, Metcalf WW (2011). "Genetic and Biochemical Characterization of a Pathway for the Degradation of 2-Aminoethylphosphonate in Sinorhizobium meliloti 1021." J Biol Chem 286(25);22283-90. PMID: 21543322

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

Burow06: Burow M, Markert J, Gershenzon J, Wittstock U (2006). "Comparative biochemical characterization of nitrile-forming proteins from plants and insects that alter myrosinase-catalysed hydrolysis of glucosinolates." FEBS J 273(11);2432-46. PMID: 16704417

Camara08: Camara B, Marin M, Schlomann M, Hecht HJ, Junca H, Pieper DH (2008). "trans-Dienelactone hydrolase from Pseudomonas reinekei MT1, a novel zinc-dependent hydrolase." Biochem Biophys Res Commun 376(2);423-8. PMID: 18789896

Chai05: Chai SC, Jerkins AA, Banik JJ, Shalev I, Pinkham JL, Uden PC, Maroney MJ (2005). "Heterologous expression, purification, and characterization of recombinant rat cysteine dioxygenase." J Biol Chem 280(11);9865-9. PMID: 15623508

Child63: Child JJ, Simpson FJ, Westlake DWS (1963). "Degradation of rutin by Aspergillus flavus. Production, purification and characterization of an esterase." Can J Microbiol 9:653-664.

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

De85: De Luca V, Ibrahim RK (1985). "Enzymatic synthesis of polymethylated flavonols in Chrysosplenium americanum. I. Partial purification and some properties of S-adenosyl-L-methionine:flavonol 3-, 6-, 7-, and 4'-O-methyltransferases." Arch Biochem Biophys 238(2);596-605. PMID: 3994393

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

Dong97: Dong G, Vieille C, Zeikus JG (1997). "Cloning, sequencing, and expression of the gene encoding amylopullulanase from Pyrococcus furiosus and biochemical characterization of the recombinant enzyme." Appl Environ Microbiol 63(9);3577-84. PMID: 9293009

Dotzlaf87: Dotzlaf JE, Yeh WK (1987). "Copurification and characterization of deacetoxycephalosporin C synthetase/hydroxylase from Cephalosporium acremonium." J Bacteriol 169(4);1611-8. PMID: 3558321

Dotzlaf89: Dotzlaf JE, Yeh WK (1989). "Purification and properties of deacetoxycephalosporin C synthase from recombinant Escherichia coli and its comparison with the native enzyme purified from Streptomyces clavuligerus." J Biol Chem 264(17);10219-27. PMID: 2656705

Doughty66: Doughty CC, Hayashi JA, Guenther HL (1966). "Purification and properties of D-glycerate 3-kinase from Escherichia coli." J Biol Chem 1966;241(3);568-72. PMID: 5325263

Dumas89: Dumas DP, Caldwell SR, Wild JR, Raushel FM (1989). "Purification and properties of the phosphotriesterase from Pseudomonas diminuta." J Biol Chem 264(33);19659-65. PMID: 2555328

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.

Forkmann80: Forkmann G, Heller W, Grisebach H (1980). "Anthocyanin biosynthesis in flowers of Matthiola incana. Flavanone 3- and flavonoid 3'-hydroxylases." Z. Naturforsch. 35c, 691-695.

Gauthier71: Gauthier JJ, Rittenberg SC (1971). "The metabolism of nicotinic acid. I. Purification and properties of 2,5-dihydroxypyridine oxygenase from Pseudomonas putida N-9." J Biol Chem 246(11);3737-42. PMID: 5578917

Graham01: Graham DE, Graupner M, Xu H, White RH (2001). "Identification of coenzyme M biosynthetic 2-phosphosulfolactate phosphatase. A member of a new class of Mg(2+)-dependent acid phosphatases." Eur J Biochem 2001;268(19);5176-88. PMID: 11589710

Halbwirth04: Halbwirth H, Forkmann G, Stich K (2004). "The A-ring specific hydroxylation of flavonols in position 6 in Tagetes sp. is catalyzed by a cytochrome P450 dependent monooxygenase." Plant Science 167: 129-135.

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

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

Huang75: Huang L, Montoya AL, Nester EW (1975). "Purification and characterization of shikimate kinase enzyme activity in Bacillus subtilis." J Biol Chem 1975;250(19);7675-81. PMID: 170268

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

Ishikawa08: Ishikawa T, Nishikawa H, Gao Y, Sawa Y, Shibata H, Yabuta Y, Maruta T, Shigeoka S (2008). "The pathway via D-galacturonate/L-galactonate is significant for ascorbate biosynthesis in Euglena gracilis: identification and functional characterization of aldonolactonase." J Biol Chem 283(45);31133-41. PMID: 18782759

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

Jay85: Jay M, De Luca V, Ibrahim RK (1985). "Purification, properties and kinetic mechanism of flavonol 8-O-methyltransferase from Lotus corniculatus L." Eur J Biochem 153(2);321-5. PMID: 4076180

Kaminskas70: Kaminskas E, Kimhi Y, Magasanik B (1970). "Urocanase and N-formimino-L-glutamate formiminohydrolase of Bacillus subtilis, two enzymes of the histidine degradation pathway." J Biol Chem 1970;245(14);3536-44. PMID: 4990470

Kato78: Kato N, Ohashi H, Tani Y, Ogata K (1978). "3-Hexulosephosphate synthase from Methylomonas aminofaciens 77a. Purification, properties and kinetics." Biochim Biophys Acta 523(1);236-44. PMID: 564713

Kato90: Kato N (1990). "3-Hexulose-6-phosphate synthase from Mycobacterium gastri MB19." Methods Enzymol 188;397-401. PMID: 2280712

Kearny72: Kearny JJ, Sagers RD (1972). "Formate dehydrogenase from Clostridium acidiurici." J Bacteriol 109(1);152-61. PMID: 4333376

Kemmerer96: Kemmerer, B, Reichling, J (1996). "S-adenosyl-L-methionine: Anol-o-methyltransferase activtity in organ cultures of Pimpinella anisum." Phytochemistry, 42, 397-403.

Kulakova03: Kulakova AN, Wisdom GB, Kulakov LA, Quinn JP (2003). "The purification and characterization of phosphonopyruvate hydrolase, a novel carbon-phosphorus bond cleavage enzyme from Variovorax sp Pal2." J Biol Chem 278(26);23426-31. PMID: 12697754

Kuorelahti06: Kuorelahti S, Jouhten P, Maaheimo H, Penttila M, Richard P (2006). "L-galactonate dehydratase is part of the fungal path for D-galacturonic acid catabolism." Mol Microbiol 61(4);1060-8. PMID: 16879654

Kurnasov03: Kurnasov O, Goral V, Colabroy K, Gerdes S, Anantha S, Osterman A, Begley TP (2003). "NAD biosynthesis: identification of the tryptophan to quinolinate pathway in bacteria." Chem Biol 10(12);1195-204. PMID: 14700627

Langley78: 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

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

LeClerc96: LeClerc GM, Grahame DA (1996). "Methylcobamide:coenzyme M methyltransferase isozymes from Methanosarcina barkeri. Physicochemical characterization, cloning, sequence analysis, and heterologous gene expression." J Biol Chem 1996;271(31);18725-31. PMID: 8702528

Leppik76: 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

Liu03: Liu P, Liu A, Yan F, Wolfe MD, Lipscomb JD, Liu HW (2003). "Biochemical and spectroscopic studies on (S)-2-hydroxypropylphosphonic acid epoxidase: a novel mononuclear non-heme iron enzyme." Biochemistry 42(40);11577-86. PMID: 14529267

London73: London J, Kline K (1973). "Aldolase of lactic acid bacteria: a case history in the use of an enzyme as an evolutionary marker." Bacteriol Rev 37(4);453-78. PMID: 4203394

Macadam84: Macadam AM, Knowles CJ "Purification and properties of β-cyano-L-alanine synthase from the cyanide-producing bacterium, Chromobacterium violaceum." Biochimica et Biophysica Acta 786:123-132 (1984).

Magasanik71: Magasanik B, Kaminskas E, Kimhi Y "N-Formimino-L-glutamate Formiminohydrolase (Bacillus subtilis)." Methods in Enzymology 17B:57-62 (1971).

Manne86: Manne V, Kutty KR, Pillarisetti SR (1986). "Purification and properties of synephrinase from Arthrobacter synephrinum." Arch Biochem Biophys 248(1);324-34. PMID: 3729420

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

MartinezRucobo09: Martinez-Rucobo FW, Eckhardt-Strelau L, Terwisscha van Scheltinga AC (2009). "Yeast chitin synthase 2 activity is modulated by proteolysis and phosphorylation." Biochem J 417(2);547-54. PMID: 18823281

McGrath95: McGrath JW, Wisdom GB, McMullan G, Larkin MJ, Quinn JP (1995). "The purification and properties of phosphonoacetate hydrolase, a novel carbon-phosphorus bond-cleavage enzyme from Pseudomonas fluorescens 23F." Eur J Biochem 1995;234(1);225-30. PMID: 8529644

McGregor74: McGregor WG, Phillips J, Suelter CH (1974). "Purification and kinetic characterization of a monovalent cation-activated glycerol dehydrogenase from Aerobacter aerogenes." J Biol Chem 249(10);3132-9. PMID: 4364415

Nagahama91: Nagahama, K., Ogawa, T., Fujii, T., Tazaki, M., Tanase, S., Morino, Y., Fukuda, H. (1991). "Purification and properties of an ethylene-forming enzyme from Pseudomonas syringae pv. Phaseolicola PK2." Journal of General Microbiology 137(10):2281-2286. PMID: 1770346

Negishi88: Negishi, Osamu, Ozawa, Tetsuo, Imagawa, Hiroshi (1988). "N-methyl nucleosidase from tea leaves." Agric. Biol. Chem. 52(1):169-175.

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

NOGE05: NOGE K, KATO M, IGUCHI T, MORI N, NISHIDA R, KUWAHARA Y (2005). "Biosynthesis of Neral in Carpoglyphus lactis (Acari: Carpoglyphidae) and Detection of Its Key Enzyme, Geraniol Dehydrogenase, by Electrophoresis." Journal of the Acarological Society of Japan 14(2);75-81.

Ono96: Ono Y, Makino N, Hoshino Y, Shoji K, Yamanaka T (1996). "An iron dioxygenase from Alcaligenes faecalis catalyzing the oxidation of pyruvic oxime to nitrite." FEMS Microbiol Lett 139(2-3);103-8. PMID: 8674977

Patel74: Patel TR, Gibson DT (1974). "Purification and propeties of (plus)-cis-naphthalene dihydrodiol dehydrogenase of Pseudomonas putida." J Bacteriol 119(3);879-88. PMID: 4369091

Pfitzner84: Pfitzner, Artur, Krausch, Brigitte, Stockigt, Joachim (1984). "Characterization of vellosimine reductase, a specific enzyme involved in the biosynthesis of the Rauvolfia alkaloid sarpagine." Tetrahetron, 40(10):1691-1699.

Priest89: Priest JW, Light RJ (1989). "Patulin biosynthesis: epoxidation of toluquinol and gentisyl alcohol by particulate preparations from Penicillium patulum." Biochemistry 28(23);9192-200. PMID: 2605253

Raha90: Raha SK, Roy SK, Dey SK, Chakrabarty SL (1990). "Purification and properties of an L-asparaginase from Cylindrocarpon obtusisporum MB-10." Biochem Int 21(6);987-1000. PMID: 2080924

Raso07: Raso MJ, Munoz A, Pineda M, Piedras P (2007). "Biochemical characterisation of an allantoate-degrading enzyme from French bean (Phaseolus vulgaris): the requirement of phenylhydrazine." Planta 226(5);1333-42. PMID: 17594111

Rebeille97: Rebeille F, Macherel D, Mouillon JM, Garin J, Douce R (1997). "Folate biosynthesis in higher plants: purification and molecular cloning of a bifunctional 6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase/7,8-dihydropteroate synthase localized in mitochondria." EMBO J 16(5);947-57. PMID: 9118956

Rigo76: Rigo LU, Nakano M, Veiga LA, Feingold DS (1976). "L-rhamnose dehydrogenase of Pullularia pullulans." Biochimica et Biophysica Acta 445, 286-293.

Rossolini98: Rossolini GM, Franceschini N, Riccio ML, Mercuri PS, Perilli M, Galleni M, Frere JM, Amicosante G (1998). "Characterization and sequence of the Chryseobacterium (Flavobacterium) meningosepticum carbapenemase: a new molecular class B beta-lactamase showing a broad substrate profile." Biochem J 332 ( Pt 1);145-52. PMID: 9576862

Rumpho83: Rumpho M.E., Edwards G.E., Loescher W.H. "A pathway for photosynthetic carbon flow to mannitol in celery leaves." Plant Physiol. (1983) 73 : 869-873.

Sachan80: Sachan DS, Hoppel CL (1980). "Carnitine biosynthesis. Hydroxylation of N6-trimethyl-lysine to 3-hydroxy-N6-trimethyl-lysine." Biochem J 188(2);529-34. PMID: 6772170

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.

Schweiger84: Schweiger G, Buckel W (1984). "On the dehydration of (R)-lactate in the fermentation of alanine to propionate by Clostridium propionicum." FEBS Lett 1984;171(1);79-84. PMID: 6586495

Shafiee94: Shafiee A, Motamedi H, Chen T (1994). "Enzymology of FK-506 biosynthesis. Purification and characterization of 31-O-desmethylFK-506 O:methyltransferase from Streptomyces sp. MA6858." Eur J Biochem 225(2);755-64. PMID: 7525282

Shevchik99: Shevchik VE, Condemine G, Robert-Baudouy J, Hugouvieux-Cotte-Pattat N (1999). "The exopolygalacturonate lyase PelW and the oligogalacturonate lyase Ogl, two cytoplasmic enzymes of pectin catabolism in Erwinia chrysanthemi 3937." J Bacteriol 181(13);3912-9. PMID: 10383957

Shigeoka79: Shigeoka S, Nakano Y, Kitaoka S (1979). "Some properties and subcellular localization of L-gulono-γ-lactone dehydrogenase in Euglena gracilis z." Agric. Biol. Chem. 43 (10) 2187-2188.

Shimotohno88: Shimotohno KW, Seto H, Otake N, Imai S, Murakami T (1988). "Studies on the biosynthesis of bialaphos (SF-1293). 8. Purification and characterization of 2-phosphinomethylmalic acid synthase from Streptomyces hygroscopicus SF-1293." J Antibiot (Tokyo) 41(8);1057-65. PMID: 3170341

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

Stabler85: Stabler SP, Marcell PD, Allen RH (1985). "Isolation and characterization of DL-methylmalonyl-coenzyme A racemase from rat liver." Arch Biochem Biophys 241(1);252-64. PMID: 2862845

Steffens85: Steffens, Paul, Nagakura, Naotaka, Zenk, Meinhart H. "Purification and characterization of the berberine bridge enzyme from Berberis beaniana cell culture." Phytochemistry, 1985, Vol 24 (11):2577-2583).

Strack87: Strack D, Keller H, Weissenbock G (1987). "Enzymatic synthesis of hydroxycinnamic acid esters of sugar acids and hydroaromatic acids by protein preparations from rye (Secale cereale) primary leaves." Journal of Plant Physiology 131:61-73.

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

Sugimori13: Sugimori D, Ogasawara J, Okuda K, Murayama K (2013). "Purification, characterization, molecular cloning, and extracellular production of a novel bacterial glycerophosphocholine cholinephosphodiesterase from Streptomyces sanglieri." J Biosci Bioeng. PMID: 24211038

Sugiyama83: Sugiyama M, Sakamoto M, Mochizuki H, Nimi O, Nomi R (1983). "Purification and characterization of streptomycin 6-kinase, an enzyme implicated in self-protection of a streptomycin-producing micro-organism." J Gen Microbiol 129(6);1683-7. PMID: 6313852

Suzuki01: 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

Taguchi08: Taguchi H, Hamada S, Kawauchi S, Ito H, Senoura T, Watanabe J, Nishimukai M, Ito S, Matsui H (2008). "Enzymatic properties of cellobiose 2-epimerase from Ruminococcus albus and the synthesis of rare oligosaccharides by the enzyme." Appl Microbiol Biotechnol 79(3);433-41. PMID: 18392616

Takagi64: Takagi Y, Sawada H (1964). "The metabolism of L-rhamnose in Escherichia coli. I. L-rhamnose isomerase." Biochim Biophys Acta 92;10-7. PMID: 14243758

Takenaka02: Takenaka S, Asami T, Orii C, Murakami S, Aoki K (2002). "A novel meta-cleavage dioxygenase that cleaves a carboxyl-group-substituted 2-aminophenol. Purification and characterization of 4-amino-3-hydroxybenzoate 2,3-dioxygenase from Bordetella sp. strain 10d." Eur J Biochem 269(23);5871-7. PMID: 12444975

Takenaka03: Takenaka S, Okugawa S, Kadowaki M, Murakami S, Aoki K (2003). "The metabolic pathway of 4-aminophenol in Burkholderia sp. strain AK-5 differs from that of aniline and aniline with C-4 substituents." Appl Environ Microbiol 69(9);5410-3. PMID: 12957929

Tanaka11: Tanaka H, Senda M, Venugopalan N, Yamamoto A, Senda T, Ishida T, Horiike K (2011). "Crystal structure of a zinc-dependent D-serine dehydratase from chicken kidney." J Biol Chem 286(31);27548-58. PMID: 21676877

Tardy97: Tardy F, Nasser W, Robert-Baudouy J, Hugouvieux-Cotte-Pattat N (1997). "Comparative analysis of the five major Erwinia chrysanthemi pectate lyases: enzyme characteristics and potential inhibitors." J Bacteriol 179(8);2503-11. PMID: 9098045

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

Tissot98: Tissot G, Pepin R, Job D, Douce R, Alban C (1998). "Purification and properties of the chloroplastic form of biotin holocarboxylase synthetase from Arabidopsis thaliana overexpressed in Escherichia coli." Eur J Biochem 258(2);586-96. PMID: 9874227

Turner04: Turner WL, Waller JC, Vanderbeld B, Snedden WA (2004). "Cloning and characterization of two NAD kinases from Arabidopsis. identification of a calmodulin binding isoform." Plant Physiol 135(3);1243-55. PMID: 15247403

Uetz92: Uetz T, Schneider R, Snozzi M, Egli T (1992). "Purification and characterization of a two-component monooxygenase that hydroxylates nitrilotriacetate from "Chelatobacter" strain ATCC 29600." J Bacteriol 174(4);1179-88. PMID: 1735711

Unnasch82: Unnasch TR, Brown GM (1982). "Purification and properties of dihydropterin oxidase from Drosophila melanogaster." J Biol Chem 257(23);14211-6. PMID: 6815189

Vandercammen89: Vandercammen A, Francois J, Hers HG (1989). "Characterization of trehalose-6-phosphate synthase and trehalose-6-phosphate phosphatase of Saccharomyces cerevisiae." Eur J Biochem 182(3);613-20. PMID: 2546763

Vaz99: Vaz FM, van Gool S, Ofman R, IJlst L, Wanders RJ (1999). "Carnitine biosynthesis. Purification of gamma-butyrobetaine hydroxylase from rat liver." Adv Exp Med Biol 466;117-24. PMID: 10709635

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

vonSchumann02: von Schumann G, Gao S, Stockigt J (2002). "Vomilenine reductase--a novel enzyme catalyzing a crucial step in the biosynthesis of the therapeutically applied antiarrhythmic alkaloid ajmaline." Bioorg Med Chem 10(6);1913-8. PMID: 11937349

Wang10: Wang Q, Xu Y, Perepelov AV, Xiong W, Wei D, Shashkov AS, Knirel YA, Feng L, Wang L (2010). "Characterization of the CDP-2-glycerol biosynthetic pathway in Streptococcus pneumoniae." J Bacteriol 192(20);5506-14. PMID: 20729354

Wang12a: Wang Q, Xu Y, Perepelov AV, Knirel YA, Reeves PR, Shashkov AS, Ding P, Guo X, Feng L (2012). "Characterization of the CDP-D-mannitol biosynthetic pathway in Streptococcus pneumoniae 35A." Glycobiology. PMID: 22833313

Wang12b: Wang Q, Xu Y, Perepelov AV, Knirel YA, Reeves PR, Shashkov AS, Guo X, Ding P, Feng L (2012). "Biochemical characterization of the CDP-D-arabinitol biosynthetic pathway in Streptococcus pneumoniae 17F." J Bacteriol 194:1868-1874. PMID: 22328666

WeilMalherbe66: Weil-Malherbe H (1966). "Some properties of mandelate racemase from Pseudomonas fluorescens." Biochem J 101(1);169-75. PMID: 4291355

Wharfe79: Wharfe J, Harwood JL (1979). "Lipid metabolism in germinating seeds. Purification of ethanolamine kinase from soya bean." Biochim Biophys Acta 575(1);102-11. PMID: 228735

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

Wolgel90: Wolgel SA, Lipscomb JD (1990). "Protocatechuate 2,3-dioxygenase from Bacillus macerans." Methods Enzymol 188;95-101. PMID: 2280722

Yamano96: Yamano N, Matsushita Y, Kamada Y, Fujishima S, Arita M (1996). "Purification and characterization of N-acetylglucosamine 6-phosphate deacetylase with activity against N-acetylglucosamine from Vibrio cholerae non-O1." Biosci Biotechnol Biochem 60(8);1320-3. PMID: 8987551

Yoneya61: Yoneya T, Adams E (1961). "Hydroxyproline metabolism. V. Inducible allohydroxy-D-proline oxidase of Pseudomonas." J Biol Chem 236;3272-9. PMID: 14009182

Yorifuji77: Yorifuji T, Jeng IM, Barker HA (1977). "Purification and properties of 3-keto-5-aminohexanoate cleavage enzyme from a lysine-fermenting Clostridium." J Biol Chem 252(1);20-31. PMID: 13064


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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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