CAS 38806-38-1

nicotinamide 1,N6-ethenoadenine*dinucleotide

Description:

Nicotinamide 1,N6-ethenoadenine dinucleotide (commonly referred to as NAD+ analog) is a coenzyme that plays a crucial role in various biochemical reactions, particularly in redox reactions within cellular metabolism. It is a derivative of nicotinamide adenine dinucleotide (NAD+), featuring an etheno bridge between the adenine and nicotinamide moieties. This modification can influence its biochemical properties and interactions with enzymes. The compound is involved in electron transfer processes and is essential for the functioning of dehydrogenases and other enzymes that facilitate metabolic pathways, including glycolysis and the citric acid cycle. Its unique structure allows it to participate in various biochemical assays and studies related to enzyme kinetics and metabolic regulation. Additionally, nicotinamide 1,N6-ethenoadenine dinucleotide has been studied for its potential roles in cellular signaling and as a substrate for certain enzymes, making it a valuable compound in biochemical research and therapeutic applications.

Formula: C₂₃H₂₇N₇O₁₄P₂

InChI: InChI=1/C23H27N7O14P2/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,(H3-,24,35,36,37,38,39)/t12-,13-,15-,16-,17-,18-,22-,23-/m1/s1

SMILES: c1cc(c[n+](c1)[C@H]1[C@@H]([C@@H]([C@@H](COP(=O)(O)OP(=O)([O-])OC[C@@H]2[C@H]([C@H]([C@H](n3cnc4c5nccn5cnc34)O2)O)O)O1)O)O)C(=N)O

Synonyms:

• Nicotinamide 1,N(6)-ethenoadenine dinucleotide
• 1,N(6)-Etheno-NAD
• Epsilon NAD
• Pyridinium, 3-(aminocarbonyl)-1-(5-O-(hydroxy(phosphonooxy)phosphinyl)-beta-D-ribofuranosyl)-, hydroxide, inner salt, 5'-5'-ester with 3-beta-D-ribofuranosyl-3H-imidazo(2,1-i)purine
• [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-3,4-dihydroxy-5-imidazo[2,1-f]purin-3-yl-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphate

1,N6-ETHENO NAD

CAS: 38806-38-1

Formula: C₂₃H₂₇N₇O₁₄P₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 687.4465

Ref: IN-DA00BXZ6

Nicotinamide 1,N6-ethenoadenine dinucleotide

CAS: 38806-38-1

Nicotinamide 1,N6-ethenoadenine dinucleotide (ε-NAD), a fluorescent NAD analogue, functions as a substrate in bacterial toxin-catalyzed G-ADP ribosylation of G-

Formula: C₂₃H₂₇N₇O₁₄P₂

Color and Shape: Solid

Molecular weight: 687.45

Ref: TM-T78408

Nicotinamide 1,N6-Ethenoadenine Dinucleotide

CAS: 38806-38-1

Applications A fluorescent analog of Nicotinamide Adenine Dinucleotide as a coenzyme for glutamate dehydrogenase.
References Gafni, A., et al.: Biochemistry, 20, 6041 (1981), Creedon, K., et al.: J. Biol. Chem., 269, 16364 (1994), Seley, K., et al.: Bioorg. Med. Chem., 6, 797 (1998),

Formula: C₂₃H₂₇N₇O₁₄P₂

Color and Shape: Neat

Molecular weight: 687.4465

Ref: TR-N407735

Nicotinamide 1,N6-ethenoadenine dinucleotide

CAS: 38806-38-1

Nicotinamide 1,N6-ethenoadenine dinucleotide (NADH) is an enzyme form that binds to the active site of glutamate dehydrogenase (GDH). This binding prevents GDH from catalyzing the oxidation of NADH to NAD+, which is necessary for GDH activity. Nicotinamide 1,N6-ethenoadenine dinucleotide is a noncompetitive inhibitor that binds with a higher affinity than the substrate. It has been shown to be effective in inhibiting GDH in a model system and in enzyme preparations. The binding constant for nicotinamide 1,N6-ethenoadenine dinucleotide is 2 mM. The optimum pH for nicotinamide 1,N6-ethenoadenine dinucleotide activity is 6.8.

Formula: C₂₃H₂₇N₇O₁₄P₂

Purity: Min. 97 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 687.45 g/mol

Ref: 3D-NN26196