β-Benzamide adenine dinucleotide 

β-Benzamide adenine dinucleotide is a biologically active metabolite of benzamide riboside. β-Benzamide adenine dinucleotide is a competitive inhibitor of human NAD kinase with a K_i value of 90 μM, and inhibits human IMPDH with IC₅₀ values of 0.787 μM and 0.884 μM for type I and type II, respectively. β-Benzamide adenine dinucleotide exhibits inhibitory activities against lactate dehydrogenase, glutamate dehydrogenase, and malate dehydrogenase. β-Benzamide adenine dinucleotide can be used for the study of chronic myelogenous leukemia^[1][2][3].

β-Benzamide adenine dinucleotide (BAD) (1-2 mM) is a competitive inhibitor of human NAD kinase with a K_i of 90 μM, inhibits 90% of human NAD kinase activity at 1 mM, inhibits 37% of M. tuberculosis NAD kinase activity at 2 mM, and shows minimal activity against M. tuberculosis NAD kinase at 1 mM^[1].
β-Benzamide adenine (BAD) dinucleotide is formed via anabolic conversion of benzamide riboside in K562 leukemia cells, and is produced in greater amounts than TAD under the same conditions^[3].
β-Benzamide adenine dinucleotide inhibits both IMPDH Type I and IMPDH Type II with similar potency, exhibiting IC₅₀ values of 0.787 µM and 0.884 µM, respectively^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

662.44

C₂₂H₂₈N₆O₁₄P₂

156724-91-3

O[C@@H]1[C@H](O)[C@@H](COP(OP(OC[C@@H]2[C@@H](O)[C@@H](O)[C@H](C3=CC=CC(C(N)=O)=C3)O2)(O)=O)(O)=O)O[C@H]1N(C=N4)C5=C4C(N)=NC=N5

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Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Bonnac L, et al. Probing binding requirements of NAD kinase with modified substrate (NAD) analogues. Bioorg Med Chem Lett. 2007;17(6):1512-1515.  [Content Brief]

  [2]. Lesiak K, et al. Synthesis of nonhydrolyzable analogues of thiazole-4-carboxamide and benzamide adenine dinucleotide containing fluorine atom at the C2' of adenine nucleoside: induction of K562 differentiation and inosine monophosphate dehydrogenase inhibitory activity. J Med Chem. 1997;40(16):2533-2538.  [Content Brief]

  [3]. Zatorski A, et al. Chemical synthesis of benzamide adenine dinucleotide: inhibition of inosine monophosphate dehydrogenase (types I and II). J Med Chem. 1996;39(12):2422-2426.  [Content Brief]