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N4256

Sigma-Aldrich

Nicotinic acid adenine dinucleotide sodium salt

≥98%

Synonyme(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

Formule empirique (notation de Hill):
C21H25N6O15P2Na
Numéro CAS:
104809-30-5
Poids moléculaire :
686.39
Numéro MDL:
MFCD00082430
Code UNSPSC :
41106305
ID de substance PubChem :
24897698
Nomenclature NACRES :
NA.51

Pureté

≥98%

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

[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);;

Clé InChI

JSOFOHZYBCRUNK-UHFFFAOYSA-N

Description générale

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.

Autres remarques

Analog of β-NAD

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Consulter la Bibliothèque de documents

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)
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
The SARM1 toll/interleukin-1 receptor domain possesses intrinsic NAD+ cleavage activity that promotes pathological axonal degeneration
Essuman K, et al.
Neuron, 93(6), 1334-1343 (2017)
Hong Zhang et al.
Structure (London, England : 1993), 10(1), 69-79 (2002-02-14)
Nicotinamide/Nicotinate mononucleotide (NMN/NaMN) adenylyltransferase is an indispensable enzyme in both de novo biosynthesis and salvage of NAD+ and NADP+. In prokaryotes, it is absolutely required for cell survival, thus representing an attractive target for the development of new broad-spectrum antibacteria
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