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N4256

Sigma-Aldrich

Nicotinic acid adenine dinucleotide sodium salt

≥98%

Sinônimo(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

Fórmula empírica (Notação de Hill):
C21H25N6O15P2Na
Número CAS:
104809-30-5
Peso molecular:
686.39
Número MDL:
MFCD00082430
Código UNSPSC:
41106305
ID de substância PubChem:
24897698
NACRES:
NA.51

Ensaio

≥98%

forma

powder

temperatura de armazenamento

−20°C

cadeia de caracteres 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);;

chave InChI

JSOFOHZYBCRUNK-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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.

Outras notas

Analog of β-NAD

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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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)
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
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)
Shanyun Lu et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 64(Pt 10), 893-898 (2008-10-22)
Nicotinic acid mononucleotide adenylyltransferase (NaMNAT; EC 2.7.7.18) is the penultimate enzyme in the biosynthesis of NAD(+) and catalyzes the adenylation of nicotinic acid mononucleotide (NaMN) by ATP to form nicotinic acid adenine dinucleotide (NaAD). This enzyme is regarded as a
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