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2'-deoxyuridine 5'-alpha,beta-imido-triphosphate

Development stage
Unknown
Modality
Orthosteric Ligands → Classical Binding Small Molecules → Small Molecules, Metabolically Activated Prodrugs → Prodrugs/Conditional Activator Small Molecules → Small Molecules
01

Overview

2'-Deoxyuridine 5'-alpha,beta-imido-triphosphate is a synthetic, non-hydrolyzable analog of deoxyuridine triphosphate (dUTP). It is primarily used as a biochemical tool and research reagent to study the function and structural dynamics of deoxyuridine triphosphate nucleotidohydrolase (dUTPase), an enzyme essential for nucleotide metabolism. This compound mimics the natural substrate but resists enzymatic hydrolysis due to its imido linkage between the alpha and beta phosphate groups. By binding tightly to dUTPase without being cleaved, it allows researchers to trap specific conformational states of the enzyme for kinetic, structural, or mechanistic studies. The main mechanism involves competitive inhibition at the active site of dUTPases from various organisms including humans, Mycobacterium tuberculosis, and Escherichia coli[1][4][7][9]. There are no known therapeutic indications; its use is restricted to laboratory research.

Other names
2'-Deoxyuridine 5'-Alpha,Beta-Imido-Triphosphatealpha,beta-imino-dUTPdUpNHppdUMPCPP (for the methylene analog, closely related)2'-deoxyuridine 5'-(α,β-imido)triphosphate
02

Targets

dUTPase (Deoxyuridine triphosphatase)

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