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Key Documents

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X0750

Sigma-Aldrich

Xanthosine dihydrate

≥99%

Sinónimos:

9-β-D-Ribofuranosylxanthine

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About This Item

Fórmula empírica (notación de Hill):
C10H12N4O6 · 2H2O
Número de CAS:
5968-90-1
Peso molecular:
320.26
EC Number:
205-679-9
MDL number:
MFCD00149347
UNSPSC Code:
41106305
PubChem Substance ID:
24902123
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

100

assay

≥99%

form

powder

solubility

1 M NH4OH: 50 mg/mL, clear, colorless to faintly yellow

SMILES string

O.O.OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3C(=O)NC(=O)Nc23

InChI

1S/C10H12N4O6.2H2O/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18;;/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19);2*1H2/t3-,5-,6-,9-;;/m1../s1

InChI key

ZCCPXSQIUORWCO-LGVAUZIVSA-N

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General description

Xanthosine comprises xanthine ring. It is derived from a purine metabolite and is a caffeine biosynthesis intermediate.

Application

Xanthosine dihydrate has been used as a test compound in one dimensional liquid chromatography analysis (1D-LC ).

Biochem/physiol Actions

Xanthosine plays a key role in purine metabolism. High levels of xanthosine excretion is observed in breast cancer.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Comprehensive Natural Products II, 1, 977-1007 (2010)
Ewa Kulikowska et al.
Acta biochimica Polonica, 51(2), 493-531 (2004-06-26)
The 6-oxopurine xanthine (Xan, neutral form 2,6-diketopurine) differs from the corresponding 6-oxopurines guanine (Gua) and hypoxanthine (Hyp) in that, at physiological pH, it consists of a approximately 1:1 equilibrium mixture of the neutral and monoanionic forms, the latter due to
Robert W P Glowacki et al.
Cell host & microbe, 27(1), 79-92 (2020-01-07)
Efficient nutrient acquisition in the human gut is essential for microbial persistence. Although polysaccharides have been well-studied nutrients for the gut microbiome, other resources such as nucleic acids and nucleosides are less studied. We describe several ribose-utilization systems (RUSs) that
Ling Li et al.
Molecular cell, 80(3), 525-540 (2020-10-18)
Well-balanced and timed metabolism is essential for making a high-quality egg. However, the metabolic framework that supports oocyte development remains poorly understood. Here, we obtained the temporal metabolome profiles of mouse oocytes during in vivo maturation by isolating large number of
Lucas Willmann et al.
Scientific reports, 5, 13374-13374 (2015-08-22)
Cancer cells show characteristic effects on cellular turnover and DNA/RNA modifications leading to elevated levels of excreted modified nucleosides. We investigated the molecular signature of different subtypes of breast cancer cell lines and the breast epithelial cell line MCF-10A. Prepurification
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