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Key Documents

N5131

Sigma-Aldrich

Nicotinamide guanine dinucleotide sodium salt

phospodiesterase and ADP-ribosyl cyclase substrate

Synonyme(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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About This Item

Formule empirique (notation de Hill):
C21H28N7O15P2
Numéro CAS:
Poids moléculaire :
680.43
Numéro MDL:
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Source biologique

yeast

Niveau de qualité

Pureté

≥-96%

Forme

powder

Solubilité

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

Température de stockage

−20°C

Chaîne SMILES 

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)

Clé InChI

WWXCUPZEUROLRY-UHFFFAOYSA-N

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). It has also been used as a substrate to fluorometrically determine the activity of CD38/ADP-ribose (ADPR).

Actions biochimiques/physiologiques

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.

Autres remarques

Analog of β-NAD

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

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

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

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
Leanne T Breen et al.
American journal of physiology. Renal physiology, 290(2), F486-F495 (2005-09-29)
Endogenous nucleotides with extracellular functions may be involved in the complex neural control of human urinary bladder (HUB). Using HPLC techniques with fluorescence detection, we observed that in addition to ATP and its metabolites ADP, AMP and adenosine, electrical field
ADP-ribosyl cyclase and GDP-ribosyl cyclase activities are not always equivalent: impact on the study of the physiological role of cyclic ADP-ribose.
Frances E Lund et al.
Analytical biochemistry, 346(2), 336-338 (2005-10-11)
Decreased ADP-ribosyl cyclase activity in peripheral blood mononuclear cells from diabetic patients with nephropathy.
Ohtsuji M, Yagi K, Shintaku-Kubota M, et al.
EXS, 2008, 508-508 (2008)
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

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