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discounted EARLY registration ends Dec 31, 2014
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discounted EARLY registration ends Dec 31, 2014
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discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: iodoacetamide

Synonyms: iodoacetoamide, 2-iodoacetamide, acetamide, 2-iodo-, monoiodoacetamide, surauto, N-(3-methoxy-4-butoxybenzyl)thiobarbituric acid

Superclasses: an organohalogen compound an organoiodine compound

Chemical Formula: C2H4NOI

Molecular Weight: 184.96 Daltons

Monoisotopic Molecular Weight: 184.9337567557 Daltons

SMILES: C(I)C(N)=O

InChI: InChI=1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)

InChIKey: InChIKey=PGLTVOMIXTUURA-UHFFFAOYSA-N

Unification Links: ChEBI:103838 , ChemSpider:3596 , PubChem:3727

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 2.0444808 Inferred by computational analysis [Latendresse13]

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

Activator (Allosteric) of: histamine N-methyltransferase [Harvima85]

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

Inhibitor (Irreversible) of: L-glutamine:D-fructose-6-phosphate aminotransferase [Badet87] , L-glutamate γ-semialdehyde dehydrogenase [ForteMcRobbie86]

Inhibitor (Mechanism unknown) of: malonyl-CoA-ACP transacylase [Ruch73] , acetyl-CoA:ACP transacylase [Lowe88] , farnesyl diphosphate synthase [Fujisaki86] , geranyl diphosphate synthase [Fujisaki86] , isopentenyl diphosphate isomerase [Fujisaki86, Comment 1] , glucosamine-1-phosphate acetyltransferase [Pompeo98] , homoserine O-succinyltransferase [Born99, Comment 2] , amidophosphoribosyl transferase [Messenger79] , formate dehydrogenase-N , 3-ketoacyl-CoA thiolase [Yang83] , glutathionylspermidine amidase [Lin97] , β-ketoacyl-ACP synthase [Greenspan69, Comment 3] , acetoacetyl-[acp] synthase [Greenspan69, Comment 3] , acyl-CoA thioesterase [Naggert91] , 6-methylsalicylate synthase [Child98] , genistein 4'-O-methyltransferase [Curir03] , apigenin 4'-O-methyltransferase [Curir03] , kaempferol 4'-O-methyltransferase [Curir03] , coniine methyltransferase [Roberts74] , 2-protocatechuoylphloroglucinolcarboxylate esterase [Child63] , carboxynorspermidine dehydrogenase [Nakao91] , 5-dehydro-4-deoxy-D-glucarate dehydratase [Dagley75] , cholesterol 7α-hydroxylase [Ogishima87] , sterigmatocystin O-methyltransferase [Liu99d] , hydantoin racemase [Wiese00] , loganic acid O-methyltransferase [Madyastha73] , desoxyhemigossypol-6-O-methyltransferase [Liu99c] , isopenicillin N epimerase [Usui89] , isopenicillin N epimerase [Laiz90] , proline racemase [Cardinale68] , β-ureidopropionase [Walsh01] , butyrate kinase [Comment 4] , 2-(2'-methylthio)ethylmalate synthase [Textor04] , acetyl-CoA:13-[O(2')-β-D-glucopyranosyl-β-D-glucopyranosyloxy]docosanoate acetyltransferase [Bucholtz76] , glyceraldehyde 3-phosphate dehydrogenase [Krishnan90] , 6-hydroxymellein synthase [Kurosaki93] , haloalkane dehalogenase [Keuning85] , glycerol dehydrogenase [McGregor74] , tryptophan 2-monooxygenase [Kosuge66] , ethanolamine kinase [Wharfe79] , acetyl-CoA acetyltransferase [Wiesenborn88] , ferrochelatase [Dailey86] , uroporphyrinogen decarboxylase [Jones93a] , agmatine deiminase [Nakada03] , N-carbamoylputrescine amidohydrolase [Nakada03] , glucosamine 6-phosphate isomerase [Steimle97] , L-3-aminobutyryl coenzyme A deaminase [Jeng74] , L-asparaginase [Raha90]

Inhibitor (Other types) of: methylglutamate dehydrogenase [Bamforth77] , fluoroacetaldehyde dehydrogenase [Murphy01a] , D-proline dehydrogenase [Tanigawa10] , D-amino acid dehydrogenase [Tanigawa10] , 2-phosphinomethylmalate synthase [Shimotohno88] , (R)-citramalyl-CoA lyase [Friedmann07] , malonyl-CoA reductase [Alber06] , lactaldehyde dehydrogenase [Grochowski06]


References

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Kurosaki93: Kurosaki F, Itoh M, Kizawa Y, Nishi A (1993). "Partial purification and characterization of a polyketide biosynthetic enzyme, 6-hydroxymellein synthase, in elicitor-treated carrot cell extracts." Arch Biochem Biophys 300(1);157-63. PMID: 8424647

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Liu99c: Liu J, Benedict CR, Stipanovic RD, Bell AA (1999). "Purification and Characterization of S-Adenosyl-L-Methionine: Desoxyhemigossypol-6-O-Methyltransferase from Cotton Plants. An Enzyme Capable of Methylating the Defense Terpenoids of Cotton." Plant Physiol 121(3);1017-1024. PMID: 10557251

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Textor04: Textor S, Bartram S, Kroymann J, Falk KL, Hick A, Pickett JA, Gershenzon J (2004). "Biosynthesis of methionine-derived glucosinolates in Arabidopsis thaliana: recombinant expression and characterization of methylthioalkylmalate synthase, the condensing enzyme of the chain-elongation cycle." Planta 218(6);1026-35. PMID: 14740211

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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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