Xanthosine

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Xanthosine

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

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

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

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

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

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Contributors: Prab R. Tumpati, MD