14075-00-4

Basic information

• Product Name: [3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyphosphonic acid
• Synonyms: [3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyphosphonic acid;Ribose 1-phosphate;Phosphoric acid β-D-ribofuranosyl ester;β-D-Ribofuranose 1-phosphoric acid;alpha-D-Ribofuranose 1-phosphate
• CAS NO: 14075-00-4
• Molecular Formula: C₅H₁₁O₈P
• Molecular Weight: 0
• Mol File: 14075-00-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 583.7°Cat760mmHg
• Flash Point: 306.8°C
• Appearance: /
• Density: 1.88g/cm³
• Vapor Pressure: 4.71E-16mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: [3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyphosphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyphosphonic acid(14075-00-4)
• EPA Substance Registry System: [3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyphosphonic acid(14075-00-4)

Safety Data

• Hazardous Substances Data: 14075-00-4(Hazardous Substances Data)

Usage

Definition

ChEBI: The 1-phospho derivative of alpha-D-ribose.

InChI:InChI=1/C5H11O8P/c6-1-2-3(7)4(8)5(12-2)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4-,5-/m1/s1

Upstream product

• 58-96-8 L-uridine 
• 1024-99-3 5-iodouridine 
• 316-46-1 5-fluorouridine 
• 58-63-9 Inosine 

Downstream Products

• 2133-80-4 8-azaguanosine 

Relevant articles and documents

Characterization of pyrimidine nucleoside phosphorylase of Mycoplasma hyorhinis: Implications for the clinical efficacy of nucleoside analogues

In the present paper we demonstrate that the cytostatic and antiviral activity of pyrimidine nucleoside analogues is markedly decreased by a Mycoplasma hyorhinis infection and show that the phosphorolytic activity of the mycoplasmas is responsible for this. Since mycoplasmas are (i) an important cause of secondary infections in immunocompromised (e.g. HIV infected) patients and (ii) known to preferentially colonize tumour tissue in cancer patients, catabolic mycoplasma enzymesmay compromise efficient chemotherapy of virus infections and cancer. In the genome of M. hyorhinis, a TP (thymidine phosphorylase) gene has been annotated. This gene was cloned, expressed in Escherichia coli and kinetically characterized. Whereas the mycoplasma TP efficiently catalyses the phosphorolysis of thymidine (Km = 473 μM) and deoxyuridine (Km = 578 μM), it prefers uridine (K m =92 μM) as a substrate. Our kinetic data and sequence analysis revealed that the annotated M. hyorhinis TP belongs to the NP (nucleoside phosphorylase)-II class PyNPs (pyrimidine NPs), and is distinct from the NP-II class TP and NPI class UPs (uridine phosphorylases). M. hyorhinis PyNP also markedly differs from TP and UP in its substrate specificity towards therapeutic nucleoside analogues and susceptibility to clinically relevant drugs. Several kinetic properties of mycoplasma PyNP were explained by in silico analyses. The Authors Journal compilation