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N0632

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide sodium salt

Synonym(s):

β-DPN, β-NAD, Coenzyme 1, Cozymase, DPN, Diphosphopyridine nucleotide, NAD, Nadide

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About This Item

Empirical Formula (Hill Notation):
C21H26N7NaO14P2
CAS Number:
20111-18-6
Molecular Weight:
685.41
MDL number:
MFCD00148917
UNSPSC Code:
41106305
PubChem Substance ID:
24897433
NACRES:
NA.51

Assay

≥95% (HPLC)
≥95% (enzymatic)
≥95% (spectrophotometric assay)

form

powder

storage temp.

−20°C

SMILES string

[Na].NC(=O)C1=CC=C[N](=C1)C2OC(COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)n4cnc5c(N)ncnc45)C(O)C2O

InChI

1S/C21H28N7O14P2.Na.H/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33;;/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25);;

InChI key

GSZRXOXBGUIRAU-UHFFFAOYSA-N

Gene Information

human ... ESR1(2099) , ESR2(2100)

Related Categories

Biochem/physiol Actions

β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).

Other Notes

This is the common form of NAD.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Cell metabolism, 31(4), 809-821 (2020-03-19)
NADH provides electrons for aerobic ATP production. In cells deprived of oxygen or with impaired electron transport chain activity, NADH accumulation can be toxic. To minimize such toxicity, elevated NADH inhibits the classical NADH-producing pathways: glucose, glutamine, and fat oxidation.
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