N6505

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt hydrate

Name: β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt hydrate
Brand: SIGMA

≥95% (HPLC)

Synonym(s):

β-NADPH, 2′-NADPH hydrate, Coenzyme II reduced tetrasodium salt, Dihydronicotinamide adenine dinucleotide phosphate tetrasodium salt, NADPH Na₄, TPNH₂ Na₄, Triphosphopyridine nucleotide reduced tetrasodium salt

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₆N₇Na₄O₁₇P₃ · xH₂O

CAS Number:

2646-71-1

Molecular Weight:

833.35 (anhydrous basis)

NACRES:

NA.51

PubChem Substance ID:

24897780

UNSPSC Code:

41106305

MDL number:

MFCD00036263

Product Name

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt hydrate, ≥95% (HPLC)

InChI

1S/C21H30N7O17P3.4Na/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32;;;;/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35);;;;/q;4*+1/p-4/t10-,11+,13-,14+,15-,16+,20-,21+;;;;/m0..../s1

SMILES string

[Na+].[Na+].[Na+].[Na+].NC(=O)C1=CN(C=CC1)[C@H]2O[C@@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]3O[C@H]([C@H](OP([O-])([O-])=O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@H](O)[C@@H]2O

InChI key

WYWWVJHQDVCHKF-MPUNMZHWSA-J

biological source

chicken liver

assay

≥95% (HPLC)
≥95% (spectrophotometric assay)

form

powder

solubility

10 mM NaOH: soluble-50 mg/mL, clear, faintly to light yellow

storage temp.

−20°C

Quality Level

200

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Related Categories

Biochemicals

Chemistry & Biochemicals

Nucleosides and Nucleotides

Phosphates

Application

β-Nicotinamide adenine dinucleotide 2′-phosphate (NADP+) and β-Nicotinamide adenine dinucleotide 2′-phosphate, reduced (NADPH) comprise a coenzyme redox pair (NADP+:NADPH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. The NADP+/NADPH redox pair facilitates electron transfer in anabolic reactions such as lipid and cholesterol biosynthesis and fatty acyl chain elongation. The NADP+/NADPH redox pair is used in a variety of antioxidation mechanism where it protects agains reactive oxidation species accumulation. NADPH is generated in vivio by the pentose phosphate pathway (PPP).

Biochem/physiol Actions

NADPH is an electron donor and a cofactor for many redox enzymes including nitric oxide synthetase.

Other Notes

Packaged based on solid weight.

Preparation Note

Enzymatically reduced.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Supranutritional selenium increases mammary gland vascularity in postpartum ewe lambs.

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Journal of dairy science, 94(6), 2850-2858 (2011-05-25)

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