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Xanthosine
{{DISPLAYTITLE:Xanthosine}}


Xanthosine is a nucleoside molecule that consists of the purine base xanthine attached to a ribose sugar. It is an important intermediate in the metabolism of nucleic acids and plays a role in various biological processes.
== Xanthosine ==
[[File:Xanthosin.svg|thumb|right|Chemical structure of xanthosine]]
'''Xanthosine''' is a [[nucleoside]] composed of the [[purine]] base [[xanthine]] attached to a [[ribose]] sugar. It is an intermediate in the [[purine metabolism]] pathway and plays a role in various biological processes.


== Structure ==
== Structure ==
Xanthosine is composed of the purine base [[xanthine]] linked to a ribose sugar via a β-N9-glycosidic bond. The chemical formula of xanthosine is C10H12N4O6, and its molecular weight is 284.23 g/mol.
Xanthosine consists of the purine base xanthine linked to a ribose sugar via a _-N9-glycosidic bond. The chemical formula of xanthosine is C10H12N4O6. The structure of xanthosine is characterized by the presence of a ketone group at the C2 position and an amine group at the C6 position of the purine ring.


== Biosynthesis ==
== Biological Role ==
Xanthosine is formed through the deamination of [[guanosine]] by the enzyme guanosine deaminase. This reaction involves the removal of an amino group from guanosine, resulting in the formation of xanthosine and ammonia.
Xanthosine is involved in the [[purine metabolism]] pathway, where it serves as a precursor to [[xanthine]] and other purine derivatives. It is also involved in the synthesis of [[nucleotides]] and can be converted into [[xanthosine monophosphate]] (XMP), which is a key intermediate in the synthesis of [[guanosine monophosphate]] (GMP).


== Metabolism ==
== Metabolism ==
In the purine degradation pathway, xanthosine is further broken down into xanthine by the enzyme purine nucleoside phosphorylase. Xanthine is then converted into [[uric acid]] by the enzyme xanthine oxidase, which is eventually excreted from the body.
In the purine metabolism pathway, xanthosine is formed from the deamination of [[inosine]] by the enzyme [[inosine monophosphate dehydrogenase]]. Xanthosine can be further metabolized to xanthine by the enzyme [[purine nucleoside phosphorylase]].
 
== Biological Role ==
Xanthosine is involved in the regulation of various cellular processes, including the synthesis and degradation of nucleic acids. It also plays a role in the salvage pathways of purine metabolism, allowing cells to recycle purine bases for the synthesis of new nucleotides.


== Clinical Significance ==
== Clinical Significance ==
Abnormalities in xanthosine metabolism can lead to disorders such as [[xanthinuria]], a rare genetic condition characterized by the accumulation of xanthine in the body due to a deficiency in xanthine oxidase. This can result in the formation of xanthine stones in the urinary tract.
Alterations in the metabolism of xanthosine and other purine nucleosides can lead to various metabolic disorders. For example, deficiencies in enzymes involved in purine metabolism can result in conditions such as [[gout]] and [[Lesch-Nyhan syndrome]].
 
== Research Applications ==
Xanthosine is used in research to study purine metabolism and its associated pathways. It is also used as a substrate in enzymatic assays to investigate the activity of enzymes such as guanosine deaminase and purine nucleoside phosphorylase.


== Also see ==
== Related Compounds ==
* [[Xanthine]]
* [[Xanthine]]
* [[Inosine]]
* [[Guanosine]]
* [[Guanosine]]
* [[Adenosine]]
== Related Pages ==
* [[Purine metabolism]]
* [[Purine metabolism]]
* [[Xanthinuria]]
* [[Nucleoside]]
* [[Nucleoside]]
 
* [[Nucleotide]]
{{Purine metabolism}}
* [[Gout]]


[[Category:Nucleosides]]
[[Category:Nucleosides]]
[[Category:Purine metabolism]]
[[Category:Purines]]

Latest revision as of 03:43, 13 February 2025


Xanthosine[edit]

Chemical structure of xanthosine

Xanthosine is a nucleoside composed of the purine base xanthine attached to a ribose sugar. It is an intermediate in the purine metabolism pathway and plays a role in various biological processes.

Structure[edit]

Xanthosine consists of the purine base xanthine linked to a ribose sugar via a _-N9-glycosidic bond. The chemical formula of xanthosine is C10H12N4O6. The structure of xanthosine is characterized by the presence of a ketone group at the C2 position and an amine group at the C6 position of the purine ring.

Biological Role[edit]

Xanthosine is involved in the purine metabolism pathway, where it serves as a precursor to xanthine and other purine derivatives. It is also involved in the synthesis of nucleotides and can be converted into xanthosine monophosphate (XMP), which is a key intermediate in the synthesis of guanosine monophosphate (GMP).

Metabolism[edit]

In the purine metabolism pathway, xanthosine is formed from the deamination of inosine by the enzyme inosine monophosphate dehydrogenase. Xanthosine can be further metabolized to xanthine by the enzyme purine nucleoside phosphorylase.

Clinical Significance[edit]

Alterations in the metabolism of xanthosine and other purine nucleosides can lead to various metabolic disorders. For example, deficiencies in enzymes involved in purine metabolism can result in conditions such as gout and Lesch-Nyhan syndrome.

Related Compounds[edit]

Related Pages[edit]