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Adenylosuccinate information


Adenylosuccinate
Names
IUPAC name
(2S)-2-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]purin-6-yl]amino]butanedioic acid
Identifiers
CAS Number
  • 19046-78-7 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:15919 checkY
ChemSpider
  • 389122 checkY
MeSH Adenylosuccinate
PubChem CID
  • 447145
UNII
  • X1B4ZJ0IIV checkY
InChI
  • InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5?,6-,9-,10-,13-/m1/s1 checkY
    Key: OFBHPPMPBOJXRT-DPXQIYNJSA-N checkY
  • InChI=1/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5?,6-,9-,10-,13-/m1/s1
    Key: OFBHPPMPBOJXRT-DPXQIYNJBG
SMILES
  • C1=NC2=C(C(=N1)N[C@@H](CC(=O)O)C(=O)O)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O
Properties
Chemical formula
 C14H18N5O11P
Molar mass 463.294 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Adenylosuccinate is an intermediate in the interconversion of purine nucleotides inosine monophosphate (IMP) and adenosine monophosphate (AMP). The enzyme adenylosuccinate synthase carries out the reaction by the addition of aspartate to IMP and requires the input of energy from a phosphoanhydride bond in the form of guanosine triphosphate (GTP).[1] GTP is used instead of adenosine triphosphate (ATP), so the reaction is not dependent on its products.

  1. ^ Figures 20.4 and 20.7 in Textbook of Biochemistry, with clinical correlations, Sixth Edition, Thomas M. Devlin, Ed., Wiley-Liss, Inc., New York, NY, 2006

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Adenylosuccinate

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Adenylosuccinate is an intermediate in the interconversion of purine nucleotides inosine monophosphate (IMP) and adenosine monophosphate (AMP). The enzyme...

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In molecular biology, adenylosuccinate synthase (or adenylosuccinate synthetase) (EC 6.3.4.4) is an enzyme that plays an important role in purine biosynthesis...

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converts GMP back into IMP adenylosuccinate synthase converts IMP to adenylosuccinate adenylosuccinate lyase converts adenylosuccinate into AMP AMP deaminase...

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Anaplerotic reactions

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deficiency adenylosuccinate fumarate adenylosuccinate ⟶ {\displaystyle \longrightarrow } AMP + fumarate This reaction is catalysed by adenylosuccinate lyase...

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Nucleotide

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aspartate to IMP by adenylosuccinate synthase, substituting the carbonyl oxygen for a nitrogen and forming the intermediate adenylosuccinate. Fumarate is then...

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Purine nucleotide cycle

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converts into IMP and the byproduct ammonia. IMP converts to S-AMP (adenylosuccinate), which then converts to AMP and the byproduct fumarate. The fumarate...

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riboside), a molecule whose appearance is characteristic of the disease adenylosuccinate lyase deficiency Saica may refer to: Saica (bug), a genus of bugs in...

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dysostosis Acromelic frontonasal dysostosis Acyl-CoA oxidase deficiency Adenylosuccinate lyase deficiency Agenesis of the corpus callosum with peripheral neuropathy...

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Autism spectrum Cerebral palsy Rett syndrome Mowat–Wilson syndrome Adenylosuccinate lyase deficiency Pitt–Hopkins syndrome Phelan–McDermid syndrome Prader–Willi...

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intermittent porphyria HMBS dominant and recessive forms 1:500-50,000 Adenylosuccinate lyase deficiency ADSL recessive Adrenoleukodystrophy ABCD1 (X) recessive...

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hadacidin analogues, have anticancer activity and activity against adenylosuccinate synthetase. Hadacidin is the simplest known naturally occurring hydroxamic...

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xanthylic acid (XMP) and the conversion of IMP to adenylic acid (AMP) via adenylosuccinate (SAMP). In addition, 6-methylthioinosinate (MTIMP) is formed by the...

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of fumarases are not closely related. Adenylosuccinase, EC 4.3.2.2 (adenylosuccinate lyase), which catalyzes the eighth step in the de novo biosynthesis...

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creatine transporter defect 6-N-trimethyllysine dioxygenase deficiency Adenylosuccinate lyase deficiency Adenosine deaminase deficiency Cytosolic 5'-nucleotidase...

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Presumption of Safety" status by the European Food Safety Authority. Adenylosuccinate lyase deficiency Extremophile Guthrie test YlbH leader Euzéby JP (2008)...

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Purinosome

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PAICS bifunctional phosphoribosylaminoimidazole carboxylase 8 ADSL adenylosuccinate lyase 9,10 ATIC bifunctional 5-aminoimidazole-4-carboxamide ribonucleotide...

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Haloarchaea

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ribosomal protein L10e, RecJ-like exonuclease, ribosomal protein S15, adenylosuccinate synthase, phosphopyruvate hydratase, RNA-associated protein, threonine...

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fibre optic cable used by electrical power transmission companies Adenylosuccinate synthase, an enzyme This disambiguation page lists articles associated...

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(adenosine monophosphate), IMP (inosine monophosphate), and S-AMP (adenylosuccinate) are converted in a circular fashion; the byproducts are fumarate (which...

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kinase, enoyl coenzyme A (enoyl-CoA) hydratase, phosphotransacetylase, adenylosuccinate synthase, adenine phosphoribosyltransferases, and guanine phosphoribosyltransferases...

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"Characterization of a Mutant Bacillus subtilis Adenylosuccinate Lyase Equivalent to a Mutant Enzyme Found in Human Adenylosuccinate Lyase Deficiency: Asparagine 276...

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the 5' untranslated region of the ADSL gene in three patients with adenylosuccinate lyase deficiency". Am. J. Hum. Genet. 71 (1): 14–21. doi:10.1086/341036...

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important branch point in the pathway. The pathway then branches to form adenylosuccinate and then adenylate (AMP) in one branch and xanthylate (XMP) and then...

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