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Merck
CN

N2630

Nicotinamide 1,N6-ethenoadenine dinucleotide

≥98%

Synonym(s):

ε-NAD, 1,N6-Etheno NAD, 1,N6-Ethenonicotinamide adenine dinucleotide

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About This Item

Empirical Formula (Hill Notation):
C23H27N7O14P2
CAS Number:
Molecular Weight:
687.45
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Form:
powder
Assay:
≥98%
Solubility:
H2O: soluble-250 mg/mL, clear, colorless to faintly yellow
Biological source:
synthetic (Organic)
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biological source

synthetic (Organic)

Quality Level

assay

≥98%

form

powder

solubility

H2O: soluble-250 mg/mL, clear, colorless to faintly 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)n4cnc5c4ncn6ccnc56)C(O)C2O

InChI

1S/C23H28N7O14P2/c24-19(35)11-2-1-4-28(6-11)22-17(33)15(31)12(42-22)7-40-45(36,37)44-46(38,39)41-8-13-16(32)18(34)23(43-13)30-10-26-14-20-25-3-5-29(20)9-27-21(14)30/h1-6,9-10,12-13,15-18,22-23,31-34H,7-8H2,(H2,24,35)(H,36,37)(H,38,39)

InChI key

AVLUSNAXLARRGJ-UHFFFAOYSA-N

Application

Nicotinamide 1,N6-ethenoadenine dinucleotide (ε-NAD) is an NAD fluorescent analog (fluorophore) that may be used to study ADP-ribosylation reactions and the structure/kinetics of NAD+ binding enzymes by assays such as etheno-NAD+ assay.

Other Notes

Analog of β-NAD


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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D Jorcke et al.
Advances in experimental medicine and biology, 419, 447-451 (1997-01-01)
Treatment of isolated bovine liver mitochondria with either detergents or a crude pancreatic lipase, steapsin, resulted in solubilization of NAD+ glycohydrolase (NADase) activity. The two forms of this enzyme can be visualized directly in SDS-polyacrylamide gels (PAGs) by a fluorescence
Y I Henis et al.
European journal of biochemistry, 112(1), 59-73 (1980-11-01)
The binding of nicotinamide--adenine dinucleotide (NAD+), nicotinamide--1,N6-ethenoadenine dinucleotide (epsilon NAD+), acetylpyridine--adenine dinucleotide (AcPyAD+), ATP, and adenosine diphosphoribose (ADP-ribose) to rabbit muscle glyceraldehyde-3-phosphate dehydrogenase (the enzyme) was examined. NAD+ and epsilon NAD+ were found to bind to the apoenzyme in a
R Favilla et al.
Biochimica et biophysica acta, 955(3), 321-329 (1988-08-10)
Fluorescence stopped-flow techniques have been used to investigate the binding of the oxidised coenzyme eNAD to bovine liver glutamate dehydrogenase (L-glutamate:NAD(P)+ oxidoreductase (deaminating), EC 1.4.1.3) saturated with glutarate, a substrate analogue, by following the transient kinetics of fluorescence intensity changes



Global Trade Item Number

SKUGTIN
N2630-25MG04061833264157
N2630-5MG04061833264164