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N1511

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide hydrate

≥99%

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Synonym(s):
β-DPN, β-NAD, Coenzyme 1, Cozymase, DPN, Diphosphopyridine nucleotide, NAD, Nadide
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.

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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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)
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)
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)
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