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N5130

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide phosphate, reduced tetra(cyclohexylammonium) salt

≥93%

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Synonym(s):
β-NADPH, NADPH, TPNH, Triphosphopyridine nucleotide, reduced form
Empirical Formula (Hill Notation):
C21H30N7O17P3 · 4C6H13N
CAS Number:
Molecular Weight:
1142.12
MDL number:
PubChem Substance ID:

Assay

≥93%

form

powder

cation traces

Na: ≤0.1%

storage temp.

−20°C

SMILES string

NC1CCCCC1.NC2CCCCC2.NC3CCCCC3.NC4CCCCC4.NC(=O)C5=CN(C=CC5)[C@@H]6O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]7O[C@H]([C@H](OP(O)(O)=O)[C@@H]7O)n8cnc9c(N)ncnc89)[C@@H](O)[C@H]6O

InChI

1S/C21H30N7O17P3.4C6H13N/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;4*7-6-4-2-1-3-5-6/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);4*6H,1-5,7H2/t10-,11-,13-,14-,15-,16-,20-,21-;;;;/m1..../s1

InChI key

PTKRUDMLGIIORX-ITGWJZMWSA-N

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This Item
N4505N7785N1161
form

powder

form

powder

form

powder

form

powder

cation traces

Na: ≤0.1%

cation traces

-

cation traces

-

cation traces

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

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

Electron donor; cofactor for nitric oxide synthetase

Preparation Note

Chemically reduced.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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