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N4256

Sigma-Aldrich

Nicotinic acid adenine dinucleotide sodium salt

≥98%

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C21H25N6O15P2Na
Numero CAS:
Peso molecolare:
686.39
Numero MDL:
Codice UNSPSC:
41106305
ID PubChem:
NACRES:
NA.51

Origine biologica

synthetic (inorganic)

Livello qualitativo

Saggio

≥98%

Stato

powder

Solubilità

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

Temperatura di conservazione

−20°C

Stringa SMILE

[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);;
JSOFOHZYBCRUNK-UHFFFAOYSA-N

Descrizione generale

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.

Applicazioni

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.

Altre note

Analog of β-NAD

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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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
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)
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)
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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