7298-93-3

Basic information

• Product Name: ALPHA-DIPHOSPHOPYRIDINE NUCLEOTIDE
• Synonyms: ALPHA-NAD;ALPHA-NICOTINAMIDE ADENINE DINUCLEOTIDE;ALPHA-DIPHOSPHOPYRIDINE NUCLEOTIDE;ALPHA-DPN;A-nicotinamide adenine dinucleotide;adenosine 5'-(trihydrogen diphosphate), 5'->5'-ester with 3-carbamoyl-1-alpha-D-ribofuranosylpyridinium--ate;α-Diphosphopyridine nucleotide, α-DPN, α-NAD;1-[5-O-[(5'-Adenylyloxy)oxylatophosphinyl]-α-D-ribofuranosyl]-3-(aminocarbonyl)pyridinium
• CAS NO: 7298-93-3
• Molecular Formula: C₂₁H₂₇N₇O₁₄P₂
• Molecular Weight: 663.43
• EINECS: 230-738-0
• Mol File: 7298-93-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• CAS DataBase Reference: ALPHA-DIPHOSPHOPYRIDINE NUCLEOTIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA-DIPHOSPHOPYRIDINE NUCLEOTIDE(7298-93-3)
• EPA Substance Registry System: ALPHA-DIPHOSPHOPYRIDINE NUCLEOTIDE(7298-93-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36
• WGK Germany: 3
• Hazardous Substances Data: 7298-93-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 7298-93-3 differently. You can refer to the following data:
1. α-Nicotinamide adenine dinucleotide (αNAD) may be used together with other NAD analogues to study the specificity and kinetics of NAD-dependent and NAD-transporting enzymes and proteins, such as NAD-glycohydrolase(s) and the mitochondrial NAD+ transporter in Saccharomyces cerevisiae .
2. α-Nicotinamide adenine dinucleotide has been used in superoxide dismutase activity of seminal plasma samples and in glutathione peroxidase assay of liver, kidney, testes and brain samples.

General Description

Nicotinamide adenine dinucleotide (NAD) is an important cofactor for oxidation-reduction reactions in mitochondria.

Biochem/physiol Actions

α-Nicotinamide adenine dinucleotide (α-NAD) is a substrate for renalase. α-NAD, an analog of β-NAD, when used modulates kinetics of NAD dependent enzymes.

InChI:InChI=1/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20+,21+/m1/s1

Upstream product

• 58-68-4 nicotinamide adenine dinucleotide 
• 10012-96-1 C₂₁H₂₈⁽²⁾HN₇O₁₄P₂ 
• 61-19-8 5'-adenosine monophosphate 
• 865-05-4 3-(aminocarbonyl)-1-[5-O-[[1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranos-5-O-yl]phosphonyloxy(oxylato)phosphinyl]-β-L-ribofuranosyl]pyridinium 

Downstream Products

• 58-68-4 nicotinamide adenine dinucleotide 
• 119340-53-3 cyclic adenosine 5'-diphosphate ribose 
• 29024-90-6 2-acetamido-2-deoxy-D-gluconic acid 

Relevant articles and documents

Mechanism of the Oxidation of NADH by Quinones. Energetics of One-Electron and Hydride Routes

The kinetics of NADH oxidation by 7 o-benzoquinones and 14 p-benzoquinones were studied by using buffered aqueous solutions and UV/vis spectroscopy.For each quinone the rate law was first order in NADH and first order in quinone.The rate constants varied from 0.0745 to 9220 M-1s-1.Variation of the pH from 6 to 8 gave no change in rate.The use of 4-D and 4,4-D2NADH revealed kinetic isotope effects.The dideutero data gave kH/kD in the range 1.6-3.1 for p-quinones and 4.2 for 3,5-di-tert-butyl-o-quinone.When p-quinones were used, the log k was a linear function of Eo for the quinone/hydroquinone monoanion (Q/QH(1-)) couple with a slope of 16.9 V-1. o-Quinones reacted about 100 times more rapidly, but the same linear relationship with a slope of 16.4 V-1 was observed.Comparisons to data for one-electron-transfer reactions indicate that such mechanisms are not involved.A hydride-transfer mechanism accommodates all the data, and rate-limiting hydrogen atom transfer followed by electron transfer cannot be ruled out.