Skip to Content
MilliporeSigma
All Photos(4)

Documents

N6754

Sigma-Aldrich

α-Nicotinamide adenine dinucleotide

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

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C21H27N7O14P2
CAS Number:
Molecular Weight:
663.43
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

Saccharomyces cerevisiae

assay

≥95%

form

powder

impurities

≤1% β-isomer

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

Looking for similar products? Visit Product Comparison Guide

General description

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

Application

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.
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.

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

Caution

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Nicotinamide adenine dinucleotide is transported into mammalian mitochondria
Davila A, et al.
eLife, 7, e33246-e33246 (2018)
Enrico Balducci et al.
Molecular and cellular biochemistry, 233(1-2), 127-132 (2002-06-27)
NAD glycohydrolases are enzymes that catalyze the hydrolysis of NAD to produce ADP-ribose and nicotinamide. Regulation of these enzymes has not been fully elucidated. We have identified a NAD-glycohydrolase activity associated with the outer surface of the plasma membrane in
Simona Todisco et al.
The Journal of biological chemistry, 281(3), 1524-1531 (2005-11-18)
The mitochondrial carriers are a family of transport proteins that shuttle metabolites, nucleotides, and cofactors across the inner mitochondrial membrane. In Saccharomyces cerevisiae, NAD+ is synthesized outside the mitochondria and must be imported across the permeability barrier of the inner
Javier Traba et al.
Mitochondrion, 9(2), 79-85 (2009-05-23)
The ADP/ATP and ATP-Mg/Pi carriers are widespread among eukaryotes and constitute two systems to transport adenine nucleotides in mitochondria. ADP/ATP carriers carry out an electrogenic exchange of ADP for ATP essential for oxidative phosphorylation, whereas ATP-Mg/Pi carriers perform an electroneutral
Lithium potentiate oxidative burden and reduced antioxidant status in different rat organs system
Joshi DK, et al.
International Journal of Toxicological and Pharmacological Research, 5(1), 9-14 (2010)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service