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N5131

Sigma-Aldrich

Nicotinamide guanine dinucleotide sodium salt

phospodiesterase and ADP-ribosyl cyclase substrate

Synonym(s):

3-(Aminocarbonyl)-1-[(2R,3R,4S,5R)-5-({[(S)-{[(S)-{[(2R,3S,4R,5R)-5-(2-Amino-6-Oxo-1,6-Dihydro-9h-Purin-9-Yl)-3,4-Dihydroxytetrahydrofuran-2-Yl]methoxy}(Hydroxy)phosphoryl]oxy} (Hydroxy)phosphoryl]ox, NGD

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5 MG
¥31,800
25 MG
¥157,000

¥31,800

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5 MG
¥31,800
25 MG
¥157,000

About This Item

Empirical Formula (Hill Notation):
C21H28N7O15P2
CAS Number:
5624-35-1
Molecular Weight:
680.43
MDL number:
MFCD00079505
UNSPSC Code:
41106305
PubChem Substance ID:
24897721
NACRES:
NA.51

¥31,800

In StockDetails

New, lower price on this item!

biological source

yeast

Quality Level

200

Assay

≥-96%

form

powder

solubility

H2O: soluble-50 mg/mL, clear, almost colorless to slightly yellow

storage temp.

−20°C

SMILES string

NC(=O)C1=CC=C[N](=C1)C2OC(COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)n4cnc5C(=O)N=C(N)Nc45)C(O)C2O

InChI

1S/C21H28N7O15P2/c22-16(33)8-2-1-3-27(4-8)19-14(31)12(29)9(41-19)5-39-44(35,36)43-45(37,38)40-6-10-13(30)15(32)20(42-10)28-7-24-11-17(28)25-21(23)26-18(11)34/h1-4,7,9-10,12-15,19-20,29-32H,5-6H2,(H2,22,33)(H,35,36)(H,37,38)(H3,23,25,26,34)

InChI key

WWXCUPZEUROLRY-UHFFFAOYSA-N

Related Categories

Application

Nicotinamide guanine dinucleotide (NGD+) may be used as a preferred substrate of specific snake Trimeresurus stejnegeri venom phospodiesterase and a substrate to study the specificity and kinetics of ADP-ribosyl cyclase(s).
Nicotinamide guanine dinucleotide sodium salt has been used as a substrate for measuring the cyclase activity of the enzyme cluster of differentiation 38 (CD38).[1] It has also been used as a substrate to fluorometrically determine the activity of CD38/ADP-ribose (ADPR).[2]

Biochem/physiol Actions

Nicotinamide guanine dinucleotide sodium salt is used to determine the activity of proteins that generate cyclic-ADP-ribose (cADPR) in the ADP-ribosyl cyclase family.[3]

Other Notes

Analog of β-NAD

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

N5131-5MG:
N5131-BULK:
N5131-25MG:
N5131-VAR:
N5131-2MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000422547
0000422547
0000405991
0000394623
0000309547

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Large-scale purification of Aplysia ADP-ribosylcyclase and measurement of its activity by fluorimetric assay.
H C Lee et al.
Methods in enzymology, 280, 331-340 (1997-01-01)
Measuring CD38 Hydrolase and Cyclase Activities: 1, N6-Ethenonicotinamide Adenine Dinucleotide (varepsilon-NAD) and Nicotinamide Guanine Dinucleotide (NGD) Fluorescence-based Methods
de Oliveira GC, et al.
Bio-protocol, 8(14) (2018)
C Munshi et al.
Biochimica et biophysica acta, 1388(2), 428-436 (1998-12-22)
ADP-ribosyl cyclase is a multi-functional enzyme that catalyzes the formation of two Ca2+ signaling molecules, cyclic ADP-ribose (cADPR) and nicotinic acid adenine dinucleotide phosphate (NAADP). X-ray crystallography of three different crystal forms shows that it is a non-covalent dimer. Chemical
Lili Peng et al.
Biochimie, 93(9), 1601-1609 (2011-06-15)
The phosphodiesterases (PDEs) are a superfamily of enzymes that have multiple roles in extracellular nucleotide metabolism and in the regulation of nucleotide-based intercellular signaling. Here we describe for the first time the isolation and partial characterization of a novel phosphodiesterase
M Liang et al.
Archives of biochemistry and biophysics, 371(2), 317-325 (1999-11-05)
Here we investigated whether cADPR and NAADP are synthesized in mitochondria. We found that ADPR-cyclase activity is present in mitochondria. In addition, we describe for the first time synthesis of NAADP in this intracellular organelle. ADPR-cyclase activities (V(MAX)) and NAADP
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