A5251

3-Acetylpyridine adenine dinucleotide

≥85%

• Synonym(s): 3 -Acetyl NAD, APADH, APAD
• Empirical Formula (Hill Notation): C₂₂H₂₈N₆O₁₄P₂
• CAS Number: 86-08-8
• Molecular Weight: 662.44
• NACRES: NA.51
• PubChem Substance ID: 24890959
• UNSPSC Code: 41106305
• MDL number: MFCD00078882
• Assay: ≥85%
• Biological source: Porcine brain
• Form: powder
• Solubility: water: 50 mg/mL, clear, colorless to faintly yellow
• Storage temp.: −20°C

Properties

• biological source: Porcine brain
• Quality Segment: 200
• assay: ≥85%
• form: powder
• mol wt: 662.44 g/mol
• concentration: ≤100% (3-acetylpyridine-adenine dinucleotide)
• color: white to off-white
• solubility: water: 50 mg/mL, clear, colorless to faintly yellow
• λmax: 259-260 nm
• fluorescence: λ_em 15.2- 17.2 (dry basis at pH 7.0)
• storage temp.: −20°C
• SMILES string: CC(=O)c1ccc[n+](c1)[C@@H]2O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O
• InChI: 1S/C22H28N6O14P2/c1-10(29)11-3-2-4-27(5-11)21-17(32)15(30)12(40-21)6-38-43(34,35)42-44(36,37)39-7-13-16(31)18(33)22(41-13)28-9-26-14-19(23)24-8-25-20(14)28/h2-5,8-9,12-13,15-18,21-22,30-33H,6-7H2,1H3,(H3-,23,24,25,34,35,36,37)/t12-,13-,15-,16-,17-,18-,21-,22-/m1/s1
• InChI key: KPVQNXLUPNWQHM-RBEMOOQDSA-N

Description

General description

3-Acetylpyridine adenine dinucleotide is a crystalline solid. 3-Acetylpyridine adenine dinucleotide is a prominent electron transporter in various enzymatic activities in which it is alternately oxidized.[1] APAD has a more significant oxidation potential than NAD.[2] NAD analogues, APAD, were electrochemically more effectively reduced than genuine NAD, and the stability of their reduced products was also significantly higher than NADH.[3] In transhydrogenation processes with NADH or NADPH, APAD also operates as a proton acceptor.[1]

Application

Many molecules use 3-Acetylpyridine adenine dinucleotide as a signaling molecule, cofactor, or substrate.[4] Various dehydrogenase processes use APAD instead of NAD as a hydrogen-accepting cofactor.[2] The oxidative phosphorylation can be studied with ADAP. ADAP can also be used as a suitable substrate.[4]

Biochem/physiol Actions

APAD is an NAD analog with higher oxidation potential than NAD. It can substitute for NAD as a hydrogen-accepting cofactor in many dehydrogenase reactions; e.g. lactate dehydrogenase from Toxoplasma, Clonorchis, and Plasmodium, bacterial lipoamide dehydrogenase, as well as mammalian dehydrogenases. It can also act as a proton acceptor in various transhydrogenation reactions with NADH or NADPH.

Other Notes

Analog of NAD

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable