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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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Renalase secreted by human kidney HEK293T cells lacks its N-terminal peptide: implications for putative mechanisms of renalase action
Fedchenko V, et al.
Kidney & Blood Pressure Research, 41(5), 593-603 (2016)
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)
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
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