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43420

β-Nicotinamide adenine dinucleotide, reduced disodium salt hydrate

≥95.0% (HPLC)

Synonym(s):

β-DPNH, β-NADH, DPNH, Diphosphopyridine nucleotide, reduced form, NADH

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About This Item

Empirical Formula (Hill Notation):
C21H27N7Na2O14P2 · xH2O
CAS Number:
606-68-8
Molecular Weight:
709.40 (anhydrous basis)
NACRES:
NA.51
PubChem Substance ID:
329756341
UNSPSC Code:
41106305
EC Number:
210-123-3
MDL number:
MFCD03791273
Form:
powder
Assay:
≥95.0% (HPLC)
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Quality Level

200

assay

≥95.0% (HPLC)

form

powder

cation traces

Ca: ≤200 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤20 mg/kg, Fe: ≤5 mg/kg, K: ≤200 mg/kg, Mg: ≤200 mg/kg, Mn: ≤5 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

absorbance ratio

A260/340 nm ≤2.40

storage temp.

−20°C

SMILES string

O.[Na+].[Na+].NC(=O)C1=CN(C=CC1)[C@@H]2O[C@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O

InChI

1S/C21H29N7O14P2.2Na.H2O/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;;;/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25);;;1H2/q;2*+1;/p-2/t10-,11-,13-,14-,15-,16-,20-,21-;;;/m1.../s1

InChI key

FWBNCIFELNNJCX-UHOVGGJYSA-L

Application

As a reagent, NADH can be used in enzyme cycling assays to amplify detection of activity of biologically relevant enzymes or metabolites present in low concentrations.
Nicotinamide adenine dinucleotide (NAD) and NADH form a redox pair. NAD/NADH is a coenzyme that supports redox reactions via the transport of electrons in a vast array of applications. NAD is also involved in post-translational (Poly(ADP-ribose) polymerization) modifications of proteins.

Biochem/physiol Actions

NADH is a coenzyme that functions as a regenerating electron donor in catabolic processes including glycolysis, β-oxidation and the citric acid cycle (Krebs cycle, TCA cycle). It participates in cell signaling events as well, for example as a substrate for the poly (ADP-ribose) polymerases (PARPs) during the DNA damage response. The NAD+/NADH dependent sirtuins play key roles in stress responses during events involving energy metabolism, with implications in cancer biology, diabetes and neurodegenerative disease.
As a reagent, NADH can be used in enzyme cycling assays to amplify detection of activity of biologically relevant enzymes or metabolites present in low concentrations.

Packaging

Packaged by solid weight.

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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF6337
BCCG3846
BCCG2788
BCCG0581
BCCD3629

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D.Dolphin, R.Poulson, O.Avramovic, eds.
Chemical, Biochemical and Medical Aspects, 759-759 (1987)
Mi Young Kim et al.
Genes & development, 19(17), 1951-1967 (2005-09-06)
Poly(ADP-ribose) (PAR) and the PAR polymerases (PARPs) that catalyze its synthesis from donor nicotinamide adenine dinucleotide (NAD+) molecules have received considerable attention in the recent literature. Poly(ADP-ribosyl)ation (PARylation) plays diverse roles in many molecular and cellular processes, including DNA damage
D D'Amours et al.
The Biochemical journal, 342 ( Pt 2), 249-268 (1999-08-24)
Poly(ADP-ribosyl)ation is a post-translational modification of proteins. During this process, molecules of ADP-ribose are added successively on to acceptor proteins to form branched polymers. This modification is transient but very extensive in vivo, as polymer chains can reach more than
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Global Trade Item Number

SKUGTIN
43420-1G04061832111278
43420-100MG04061832111179
43420-5G04061832111353