Adenylosuccinate

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
  • 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
Chemical compound

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.

See also

References

  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


  • v
  • t
  • e
purine
metabolism
anabolism
R5PIMP:
IMPAMP:
Adenylosuccinate
IMPGMP:
catabolism
pyrimidine
metabolism
anabolism
catabolism
uracil:
thymine:


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