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Xanthosine monophosphate

From Wikipedia, the free encyclopedia

Xanthosine monophosphate
Names
IUPAC name
5'-xanthylic acid
Other names
xanthine ribotide,
XMP
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
MeSH Xanthosine+monophosphate
UNII
  • InChI=1S/C10H13N4O9P/c15-5-3(1-22-24(19,20)21)23-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1 ☒N
    Key: DCTLYFZHFGENCW-UUOKFMHZSA-N ☒N
  • InChI=1/C10H13N4O9P/c15-5-3(1-22-24(19,20)21)23-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1
    Key: DCTLYFZHFGENCW-UUOKFMHZBH
  • C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)NC(=O)NC2=O
Properties
C10H13N4O9P
Molar mass 364.206 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Xanthosine monophosphate (xanthylate) is an intermediate in purine metabolism.[1] It is a ribonucleoside monophosphate. It is formed from IMP via the action of IMP dehydrogenase, and it forms GMP via the action of GMP synthase. Also, XMP can be released from XTP by enzyme deoxyribonucleoside triphosphate pyrophosphohydrolase containing (d)XTPase activity.[2]

It is abbreviated XMP.[3]

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  • Mnemonic for De Novo synthesis of Purines : Easy way to remember Purine synthesis in Biochemistry
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Transcription

See also

References

  1. ^ McMurry, John (2007). Organic chemistry: a biological approach. Cengage Learning. pp. 1007–. ISBN 9780495015253. Retrieved 26 March 2012.
  2. ^ Davies O, Mendes P, Smallbone K, Malys N (2012). "Characterisation of multiple substrate-specific (d)ITP/(d)XTPase and modelling of deaminated purine nucleotide metabolism" (PDF). BMB Reports. 45 (4): 259–64. doi:10.5483/BMBRep.2012.45.4.259. PMID 22531138.
  3. ^ Gogia, S.; Balaram, H.; Puranik, M. (May 2011). "Hypoxanthine guanine phosphoribosyltransferase distorts the purine ring of nucleotide substrates and perturbs the pKa of bound xanthosine monophosphate". Biochemistry. 50 (19): 4184–93. doi:10.1021/bi102039b. PMID 21486037.

Further reading


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This page was last edited on 7 November 2023, at 02:45
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