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N7505

Sigma-Aldrich

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

≥97% (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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Select a Size

25 MG
CN¥1,780.64
100 MG
CN¥4,450.25
250 MG
CN¥6,497.94
500 MG
CN¥10,908.50
1 G
CN¥18,564.56

CN¥1,780.64

Estimated to ship onJune 24, 2025Details

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25 MG
CN¥1,780.64
100 MG
CN¥4,450.25
250 MG
CN¥6,497.94
500 MG
CN¥10,908.50
1 G
CN¥18,564.56

About This Item

Empirical Formula (Hill Notation):
C21H26N7Na4O17P3 · xH2O
CAS Number:
2646-71-1
Molecular Weight:
833.35 (anhydrous basis)
EC Number:
220-163-3
MDL number:
MFCD00036263
UNSPSC Code:
41106305
PubChem Substance ID:
24278049
NACRES:
NA.51

CN¥1,780.64

Estimated to ship onJune 24, 2025Details

biological source

chicken

Assay

≥97% (HPLC)
≥97% (spectrophotometric assay)

form

powder

solubility

10 mM NaOH: soluble 50 mg/mL, clear

storage temp.

−20°C

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

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

InChI key

WYWWVJHQDVCHKF-MPUNMZHWSA-J

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This Item
N1630N6505V900362
β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt hydrate ≥97% (HPLC)

N7505

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

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt hydrate ≥93% (HPLC)

N1630

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

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

N6505

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

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt hydrate Vetec™, reagent grade, 97%

V900362

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

solubility

10 mM NaOH: soluble 50 mg/mL, clear

solubility

10 mM NaOH: soluble 50 mg/mL, clear

solubility

-

solubility

-

Quality Level

300

Quality Level

300

Quality Level

200

Quality Level

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

form

powder

form

powder

form

powder

form

-

Biochem/physiol Actions

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.[1] The NADP+/NADPH redox pair is used in a variety of antioxidation mechanism where it protects against reactive oxidation species accumulation. NADPH is generated in vivo by the pentose phosphate pathway (PPP).[2]
NADPH is an electron donor and a cofactor for many redox enzymes including nitric oxide synthetase.

Preparation Note

Chemically reduced

Other Notes

Packaged based on solid weight.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000413827
    0000413826
    0000413826
    0000413825
    0000413825

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    DCX-immunoreactive (DCX+) cells occur in the piriform cortex in adult mice and rats, but also in the neocortex in adult guinea pigs and rabbits. Here we describe these cells in adult domestic cats and primates. In cats and rhesus monkeys
    Berg, J.M., et al.
    Biochemistry (5th Edition) (2002)
    Kun Xiong et al.
    Experimental neurology, 211(1), 271-282 (2008-04-02)
    Doublecortin-immunoreactive (DCX+) cells were detected across the allo- and neo-cortical regions in the adult guinea pig cerebrum, localized to layer II specifically at its border with layer I. The density of labeled cells declined with age, whereas no apparent apoptotic
    Allen T Hopper et al.
    Journal of medicinal chemistry, 62(3), 1562-1576 (2019-01-10)
    A safer treatment for toxoplasmosis would be achieved by improving the selectivity and potency of dihydrofolate reductase (DHFR) inhibitors, such as pyrimethamine (1), for Toxoplasma gondii DHFR ( TgDHFR) relative to human DHFR ( hDHFR). We previously reported on the
    B R Mattos et al.
    Biochemical pharmacology, 180, 114121-114121 (2020-06-28)
    Systemic arterial hypertension is a public health problem associated with an increased risk of cardiovascular disease. Matrix metalloproteinases (MMP) are endopeptidases that participate in hypertension-induced cardiovascular remodeling, which may be activated by oxidative stress. Angiotensin II (Ang II), a potent
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