2,3-DIDEOXYRIBOSE-1-PHOSPHATE, A MAJOR METABOLITE OF THE ANTI-HIV DIDEOXYPURINE DDINO (MEETING ABSTRACT) NLM AIDSLINE Important note: Information in this article was accurate in 1992. The state of the art may have changed since the publication date.

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2,3-DIDEOXYRIBOSE-1-PHOSPHATE, A MAJOR METABOLITE OF THE ANTI-HIV DIDEOXYPURINE DDINO (MEETING ABSTRACT)

Proc Annu Meet Am Assoc Cancer Res; 33:A2376 1992. Unique Identifier : AIDSLINE ICDB/92685086
Hao Z; Ford H; Ahluwalia G; Yeh H; Barchi J; Johns DG; Cooney DA; Lab. of Medicinal Chemistry, NCI, Bethesda, MD 20892

Abstract: Purine nucleoside phosphorylase (PNP) cleaves dideoxyinosine to dideoxyribose-1-phosphate (ddR1P) and hypoxanthine. Previous attempts to identify ddR1P chromatographically have failed; we now trace that failure to the notable acid and heat lability of this sugar: its t1/2 at pHs 5, 7 and 10 being 1 min, 120 min and greater than 24 hr; at 95 C (pH 7.0) decomposition of ddR1P is nearly instantaneous. When ion-exchange HPLC is run at pH 7.0, pure PNP has been shown to release a product from ddI which is (1) sensitive to alkaline phosphates and (2) detectable refractometrically and by NMR. Confirmation that this product is ddR1P is provided by the observation that, in the presence of thymine, bacterial thymidine phosphorylase converts it to 2',3'-dideoxythymidine. It has also been shown that inhibitors of PNP will efficiently and protractedly block the phosphorolysis of ddI in intact cells.
Keywords: Bacteria/ENZYMOLOGY Biotransformation Chromatography, High Pressure Liquid Didanosine/*METABOLISM Kinetics Nuclear Magnetic Resonance Phosphorylation Ribonucleotides/ISOLATION & PURIF Thymidine Phosphorylase/METABOLISM ABSTRACTKWDbacteria/enzymologybiotransformationchromatography,highpressureliquiddidanosine/KWDmetabolismkineticsnuclearmagneticresonancephosphorylationribonucleotides/isolation&purifthymidinephosphorylase/metabolismabstract
920830
M9281089

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