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N6754

α-Nicotinamide adenine dinucleotide

Name: α-Nicotinamide adenine dinucleotide
Brand: SIGMA

from Saccharomyces cerevisiae, ≤1% β-isomer, ≥95%

Synonym(s):

α-DPN, α-Diphosphopyridine nucleotide, α-NAD

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₇N₇O₁₄P₂

CAS Number:

7298-93-3

Molecular Weight:

663.43

NACRES:

NA.51

PubChem Substance ID:

24897790

UNSPSC Code:

41106305

EC Number:

230-738-0

MDL number:

MFCD00134828

Form:

powder

Assay:

≥95%

Solubility:

H₂O: soluble-50 mg/mL, clear, colorless to faintly yellow

Biological source:

Saccharomyces cerevisiae

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Properties

biological source

Saccharomyces cerevisiae

Quality Segment

200

assay

≥95%

form

powder

impurities

≤1% β-isomer

solubility

H₂O: soluble-50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

NC(=O)c1ccc[n+](c1)[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/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-OPDHFMQKSA-N

Description

General description

Nicotinamide adenine dinucleotide (NAD) is an important cofactor for oxidation-reduction reactions in mitochondria.

Application

α-Nicotinamide adenine dinucleotide has been used in superoxide dismutase activity of seminal plasma samples and in glutathione peroxidase assay of liver, kidney, testes and brain samples.

α-Nicotinamide adenine dinucleotide (αNAD) may be used together with other NAD analogues to study the specificity and kinetics of NAD-dependent and NAD-transporting enzymes and proteins, such as NAD-glycohydrolase(s) and the mitochondrial NAD+ transporter in Saccharomyces cerevisiae.

Biochem/physiol Actions

α-Nicotinamide adenine dinucleotide (α-NAD) is a substrate for renalase. α-NAD, an analog of β-NAD, when used modulates kinetics of NAD dependent enzymes.

Other Notes

α analog of β-NAD

Disclaimer

This is not the common NAD required in the usual enzyme systems.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000550674

0000550675