An intermediate in purine metabolism
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Xanthosine 5'-monophosphate (sodium salt)

Item No. 18134

Technical Information
Formal Name
5'-xanthylic acid, disodium salt
CAS Number
25899-70-1
Synonyms
  • XMP
Molecular Formula
C10H11N4O9P • 2Na
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
λmax
250 nm
SMILES
O[C@H]1[C@@H](O)[C@H](N2C=NC(C(N3)=O)=C2NC3=O)O[C@@H]1COP([O-])([O-])=O.[Na+].[Na+]
InChi Code
InChI=1S/C10H13N4O9P.2Na/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);;/q;2*+1/p-2/t3-,5-,6-,9-;;/m1../s1
InChi Key
QQPVYRBCIRHGSZ-LGVAUZIVSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Xanthosine 5'-monophosphate (XMP) is an intermediate in purine metabolism, the product of the rate limiting step in the generation of guanosine monophosphate, which is important for DNA, RNA, and glycoprotein synthesis. XMP is generated from inosine-5’-monophosphate (IMP; Item No. 18135) by IMP dehydrogenase (IMPDH). Inhibitors of IMPDH, including ribavirin (Item No. 16757) and mycophenolate mofetil (Item No. 13988), have potential applications as antiviral and anti-cancer drugs.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Watkins, W.J., Chen, J.M., Cho, A., et alPhosphonic acid-containing analogues of mycophenolic acid as inhibitors of IMPDH. Bioorg. Med. Chem. Lett. 16(13), 3479-3483 (2006).

    2. Naik, G.S., and Tyagi, M.G. A pharmacological profile of ribavirin and monitoring of its plasma concentration in chronic hepatitis C infection. J. Clin. Exp. Hepatol. 2(1), 42-54 (2012).

    3. Borden, K.L.B., and Culjkovic-Kraljacic, B. Ribavirin as an anti-cancer therapy: acute myeloid leukemia and beyond? Leuk. Lymphoma 51(10), 1805-1815 (2010).