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N7004

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide hydrate

greener alternative

≥96.5% (HPLC), ≥96.5% (spectrophotometric assay), from yeast

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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)
MDL number:
MFCD00036253
eCl@ss:
39200202
PubChem Substance ID:
24897803
NACRES:
NA.55

biological source

yeast

Quality Level

300

Assay

≥96.5% (HPLC)
≥96.5% (spectrophotometric assay)

form

powder

greener alternative product score

old score: 56
new score: 20
Find out more about DOZN™ Scoring

greener alternative product characteristics

Waste Prevention
Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Design for Energy Efficiency
Use of Renewable Feedstocks
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

color

white to off-white

greener alternative category

Re-engineered

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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General description

Nicotinamide adenine dinucleotide hydrate is a common form of NAD used as an electron acceptor.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Less Hazardous Chemical Syntheses”, “Safer Solvents and Auxiliaries”, “Enhanced Energy Efficiency”, “Use of Renewable Feedstocks” and “Inherently Safer Chemistry for Accident Prevention”. Click here to view its DOZN scorecard.

Application

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.

Biochem/physiol Actions

Electron acceptor

Packaging

Packaged by solid weight.

Other Notes

This is the common form of NAD.
To prepare a solution gentle heating and sonication may be necessary.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Brian J North et al.
The EMBO journal, 33(13), 1438-1453 (2014-05-16)
Mice overexpressing the mitotic checkpoint kinase gene BubR1 live longer, whereas mice hypomorphic for BubR1 (BubR1(H/H)) live shorter and show signs of accelerated aging. As wild-type mice age, BubR1 levels decline in many tissues, a process that is proposed to
Teigo Asai et al.
Organic letters, 15(8), 2058-2061 (2013-04-13)
Graphiopsis chlorocephala was separated from the surface-sterilized healthy leaves of Paeonia lactiflora (Paeoniaceae) and cultivated with nicotinamide (an NAD(+)-dependent HDAC inhibitor). The culture conditions significantly enhanced secondary metabolite production in the fungus and led to the isolation of a structurally
Jeerus Sucharitakul et al.
The Journal of biological chemistry, 288(49), 35210-35221 (2013-10-17)
3-Hydroxybenzoate 6-hydroxylase (3HB6H) from Rhodococcus jostii RHA1 is an NADH-specific flavoprotein monooxygenase that catalyzes the para-hydroxylation of 3-hydroxybenzoate (3HB) to form 2,5-dihydroxybenzoate (2,5-DHB). Based on results from stopped-flow spectrophotometry, the reduced enzyme-3HB complex reacts with oxygen to form a C4a-peroxy
Christian Dölle et al.
The FEBS journal, 280(15), 3530-3541 (2013-04-27)
Mitochondrial metabolism is intimately connected to the universal coenzyme NAD. In addition to its role in redox reactions of energy transduction, NAD serves as substrate in regulatory reactions that lead to its degradation. Importantly, all types of the known NAD-consuming
Ana P Gomes et al.
Cell, 155(7), 1624-1638 (2013-12-24)
Ever since eukaryotes subsumed the bacterial ancestor of mitochondria, the nuclear and mitochondrial genomes have had to closely coordinate their activities, as each encode different subunits of the oxidative phosphorylation (OXPHOS) system. Mitochondrial dysfunction is a hallmark of aging, but
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