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N4256

Nicotinic acid adenine dinucleotide sodium salt

≥98%

Synonym(s):

Deamido NAD, Deamido NAD Sodium Salt, NAAD, NAAD Sodium Salt, Nicotinic Acid Adenine Dinucleotide Sodium Salt, Nicotinic Acid NAD Sodium Salt, Nicotinic acid NAD

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About This Item

Empirical Formula (Hill Notation):
C21H25N6O15P2Na
CAS Number:
104809-30-5
Molecular Weight:
686.39
NACRES:
NA.51
PubChem Substance ID:
24897698
UNSPSC Code:
41106305
MDL number:
MFCD00082430
Form:
powder
Assay:
≥98%
Solubility:
H2O: soluble-50 mg/mL, clear, colorless
Biological source:
synthetic (inorganic)
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biological source

synthetic (inorganic)

Quality Level

200

assay

≥98%

form

powder

solubility

H2O: soluble-50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

[Na].Nc1ncnc2n(cnc12)C3OC(COP(O)(=O)OP(O)(=O)OCC4OC(C(O)C4O)[N]5=CC(=CC=C5)C(O)=O)C(O)C3O

InChI

1S/C21H27N6O15P2.Na.H/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33;;/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H,32,33)(H,34,35)(H,36,37)(H2,22,23,24);;

InChI key

JSOFOHZYBCRUNK-UHFFFAOYSA-N

General description

Nicotinic acid adenine dinucleotide (deamido-NAD, NAAD) is a closely related analog of NAD+. It is used to study the structure of nicotinate mononucleotide adenylyltransferase(s) (NMN/NaMN). NAAD is used as a substrate to study the specificity and kinetics of nicotinamide adenine dinucleotide synthetase(s) (NADS). In addition, it is also used as a co-substrate to study mechanisms of members of the Sir2 class of NAD+-dependent deacetylase.

Application

Nicotinic acid adenine dinucleotide sodium salt has been used as an internal standard during high performance liquid chromatography (HPLC) metabolite measurement. It has also been used as a substrate in nicotinamide adenine dinucleotide (NAD) biosynthesis.

Other Notes

Analog of β-NAD

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000255152
0000255152
0000512990
0000512990
0000469461

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Alexei Gorelik et al.
The FEBS journal, 284(21), 3718-3726 (2017-09-13)
The ecto-nucleotide pyrophosphatase/phosphodiesterase (NPP) family of proteins mediates purinergic signaling by degrading extracellular nucleotides and also participates in phospholipid metabolism. NPP5 (ENPP5) is the least characterized member of this group and its specific role is unknown. This enzyme does not
Ralf Jauch et al.
The Journal of biological chemistry, 280(15), 15131-15140 (2005-02-09)
Nicotinamide adenine dinucleotide synthetases (NADS) catalyze the amidation of nicotinic acid adenine dinucleotide (NAAD) to yield the enzyme cofactor nicotinamide adenine dinucleotide (NAD). Here we describe the crystal structures of the ammonia-dependent homodimeric NADS from Escherichia coli alone and in
Mechanism of sirtuin inhibition by nicotinamide: altering the NAD+ co-substrate specificity of a Sir2 enzyme
Avalos JL, et al.
Molecular Cell, 17(6), 855-868 (2005)
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Global Trade Item Number

SKUGTIN
N4256-100MG04061834116516
N4256-25MG04061833264249