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Merck
CN

N6754

α-Nicotinamide adenine dinucleotide

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

别名:

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

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关于此项目

经验公式（希尔记法）:
C21H27N7O14P2
化学文摘社编号:
7298-93-3
分子量:
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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InChI key

BAWFJGJZGIEFAR-OPDHFMQKSA-N

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

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

biological source

Saccharomyces cerevisiae

assay

≥95%

form

powder

impurities

≤1% β-isomer

solubility

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

storage temp.

−20°C

Quality Level

200

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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

Disclaimer

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000426228
0000426228
0000343983
0000311279
0000311281

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Nicotinamide adenine dinucleotide is transported into mammalian mitochondria
Davila A, et al.
eLife, 7, e33246-e33246 (2018)
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
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
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)
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