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N1511

Sigma-Aldrich

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)
EC Number:
200-184-4
MDL number:
MFCD00036253
UNSPSC Code:
41106305
eCl@ss:
39200202
PubChem Substance ID:
24897495
NACRES:
NA.55

biological source

Saccharomyces cerevisiae

Quality Level

200

Assay

≥99%

form

crystalline powder

color

white to off-white

storage temp.

−20°C

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

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

InChI key

BAWFJGJZGIEFAR-NNYOXOHSSA-N

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

Packaging

Packaged by solid weight.

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.

Storage Class Code

13 - Non 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

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Determination of the cytosolic NADPH/NADP ratio in Saccharomyces cerevisiae using shikimate dehydrogenase as sensor reaction
Zhang J, et al.
Scientific Reports (2015)
The zebrafish kidney mutant zeppelin reveals that brca2/fancd1 is essential for pronephros development
Kroeger Jr PT, et al.
Developmental Biology (2017)
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)
Assays for NAD+-Dependent Reactions and NAD+ Metabolites
Schultz MB, et al.
Methods in Molecular Biology, 77-90 (2018)
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)
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