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Merck

N1511

β-Nicotinamide adenine dinucleotide hydrate

≥99%

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):
C21H27N7O14P2 · xH2O
CAS Number:
53-84-9
Molecular Weight:
663.43 (anhydrous basis)
PubChem Substance ID:
24897495
eCl@ss:
39200202
UNSPSC Code:
41106305
NACRES:
NA.55
EC Number:
200-184-4
MDL number:
MFCD00036253

Product Name

β-Nicotinamide adenine dinucleotide hydrate, ≥99%

InChI key

BAWFJGJZGIEFAR-NNYOXOHSSA-N

InChI

1S/C21H27N7O14P2/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,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

SMILES string

NC1=NC=NC2=C1N=CN2.O[C@@H]3[C@@H](COP(O)(OP(OC[C@@H](O4)[C@@H](O)[C@@H](O)[C@H]4[N+]5=CC=CC(C(N)=O)=C5)([O-])=O)=O)OC[C@@H]3O

biological source

Saccharomyces cerevisiae

assay

≥99%

form

crystalline powder

color

white to off-white

storage temp.

−20°C

Quality Level

200

Gene Information

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

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Application

β-Nicotinamide adenine dinucleotide hydrate has been used:
  • to prepare NAD+ standard solution for a study on NAD+ metabolomics
  • as a component of MurI assay reaction partial mixture for glutamate racemase reaction
  • as a component of a chromogenic staining solution to stain zebrafish embryos

Biochem/physiol Actions

β-Nicotinamide adenine dinucleotide (β-NAD) is a cofactor of alcohol dehydrogenase and acts as an inhibitory neurotransmitter in visceral smooth muscles. The NAD/NADH ratio has a role in the regulation of intracellular redox potential. It thereby influences metabolic reactions in vivo.
Electron acceptor

Other Notes

Crystalline NAD contains less than 0.1% (w/w) residual organic solvent, is less hygroscopic and electrostatic, and is more stable at ambient temperature than amorphous NAD.
This is the common form of NAD.

Packaging

Packaged by solid weight.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

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
0000520679
0000520682
0000520681
0000520681
0000520682

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The zebrafish kidney mutant zeppelin reveals that brca2/fancd1 is essential for pronephros development
Kroeger Jr PT, et al.
Developmental Biology (2017)
Determination of the cytosolic NADPH/NADP ratio in Saccharomyces cerevisiae using shikimate dehydrogenase as sensor reaction
Zhang J, et al.
Scientific Reports (2015)
beta-Nicotinamide adenine dinucleotide is an inhibitory neurotransmitter in visceral smooth muscle
Mutafova-Yambolieva VN, et al.
Proceedings of the National Academy of Sciences of the USA (2007)
Assays for NAD+-Dependent Reactions and NAD+ Metabolites
Schultz MB, et al.
Methods in Molecular Biology, 77-90 (2018)
Detection of D-glutamate Production from the Dual Function Enzyme, 4-amino-4-deoxychorismate Lyase/D-amino Acid Transaminase, in Mycobacterium smegmatis
Opel-Reading HK, et al.
Bio-protocol (2019)
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