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SML3494

Sigma-Aldrich

β-Benzamide adenine dinucleotide sodium salt

≥95% (HPLC)

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Synonym(s):
Adenosine 5′-(trihydrogen diphosphate) P′→5′-ester with 3-β-D-ribofuranosylbenzamide sodium salt, BAD, benzamide adenine dinucleotide sodium salt
Empirical Formula (Hill Notation):
C22H26N6O14P2Na2
Molecular Weight:
706.40
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

storage temp.

-10 to -25°C

SMILES string

O[C@@H]1[C@H](O)[C@@H](COP(OP(OC[C@@H]2[C@@H](O)[C@@H](O)[C@H](N(C=N3)C4=C3C(N)=NC=N4)O2)(O[Na])=O)(O[Na])=O)O[C@H]1C5=CC(C(N)=O)=CC=C5

Biochem/physiol Actions

β-Benzamide adenine dinucleotide (BAD), an analogue of nicotinamide adenine dinucleotide (β-NAD+), is an active metabolite of benzamide riboside and a potent inhibitor of inosine 5′-monophosphate dehydrogenase (IMPDH). Also, β-Benzamide adenine dinucleotide is a non-hydrolysable substrate/inhibitor of NADases and PARP enzymes. A higher concentration (Ki = 90 μM) it inhibits human NAD kinase.

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