Xanthosine monophosphate

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Structural formula
Structure of xanthosine monophosphate
General
Surname Xanthosine monophosphate
other names
  • Xanthylic acid
  • XMP
Molecular formula C 10 H 13 N 4 O 9 P
External identifiers / databases
CAS number 523-98-8
PubChem 122280
Wikidata Q3132209
properties
Molar mass 364.21 g mol −1
Physical state

firmly

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Xanthosine monophosphate ( XMP ) is a nucleotide and the phosphoric acid ester of the nucleoside xanthosine . It is a metabolic product that occurs in the two-step biosynthesis of guanosine monophosphate (GMP).

Xanthosine monophosphate is formed during the NAD + -dependent dehydrogenation of inosine monophosphate (IMP) by inosine monophosphate dehydrogenase (IMPDH). Through the transfer of a glutamine amide nitrogen, XMP is then converted to GMP by GMP synthase . This reaction is driven by the hydrolysis of adenosine triphosphate to adenosine monophosphate and pyrophosphate . Xanthosine monophosphate itself is not a component of ribonucleic acid despite its chemical association with ribonucleotides .

Like guanosine monophosphate, XMP acts as a flavor enhancer for the “salty” taste sensation .

Enzymes that involve XMP as a substrate or reaction product are u. a .:

Individual evidence

  1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ↑ D. Voet, J. Voet, C. Pratt: Textbook of Biochemistry . 2nd Edition. Wiley-VCH, Weinheim 2010, ISBN 978-3-527-32667-9 , p. 890.
  3. ↑ a b entry on xanthosine. In: Römpp Online . Georg Thieme Verlag, accessed on December 29, 2014.