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Triphosphopyridine nucleotide

CAS No.
53-59-8
Chemical Name:
Triphosphopyridine nucleotide
Synonyms
NADP;NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE;TPN;Β-NADP;β-Nicotinamide adenine dinucleotide phosphate;b-Nicotinamide adenine dinucleotide phosphate;TPNH;COENZYME II;nadide phosphate;nicotinamide adenine dinucleotide-P
CBNumber:
CB9319046
Molecular Formula:
C21H28N7O17P3
Molecular Weight:
743.41
MDL Number:
MFCD00067537
MOL File:
53-59-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 06:31:04
Product description Number Pack Size Price
β-Nicotinamide adenine dinucleotide phosphate hydrate N5755 100mg $195
β-Nicotinamide adenine dinucleotide phosphate hydrate N5755 1g $1020
β-Nicotinamide Adenine Dinucleotide Phosphate [for Biochemical Research] >83.0%(HPLC) N0943 100mg $108
NADP+ ≥90% 21045 50mg $45
NADP+ ≥90% 21045 100mg $81
More product size

Triphosphopyridine nucleotide Properties

storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility H2O: 50 mg/mL, clear, slightly yellow
pka pKa1 3.9; pKa2 6.1(at 25℃)
form powder to crystal
color White to Orange to Green
Water Solubility H2O: soluble 50mg/mL, clear, colorless to faintly yellow
λmax 260nm(lit.)
Merck 14,6348
InChIKey XJLXINKUBYWONI-WFYQBQJJNA-N
SMILES O.NC(=O)c1ccc[n+](c1)[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
FDA UNII BY8P107XEP
EPA Substance Registry System Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'.fwdarw.5'-ester with 3-(aminocarbonyl)-1-.beta.-D-ribofuranosylpyridinium, inner salt (53-59-8)
UNSPSC Code 41106305
NACRES NA.51

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  UU3440000
10-21
TSCA  TSCA listed
HS Code  2934.99.9001
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

Triphosphopyridine nucleotide price More Price(62)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich N5755 β-Nicotinamide adenine dinucleotide phosphate hydrate 53-59-8 100mg $195 2026-04-30 Buy
Sigma-Aldrich N5755 β-Nicotinamide adenine dinucleotide phosphate hydrate 53-59-8 1g $1020 2026-04-30 Buy
TCI Chemical N0943 β-Nicotinamide Adenine Dinucleotide Phosphate [for Biochemical Research] >83.0%(HPLC) 53-59-8 100mg $108 2026-04-30 Buy
Cayman Chemical 21045 NADP+ ≥90% 53-59-8 50mg $45 2021-12-16 Buy
Cayman Chemical 21045 NADP+ ≥90% 53-59-8 100mg $81 2021-12-16 Buy
Product number Packaging Price Buy
N5755 100mg $195 Buy
N5755 1g $1020 Buy
N0943 100mg $108 Buy
21045 50mg $45 Buy
21045 100mg $81 Buy

Triphosphopyridine nucleotide Chemical Properties,Uses,Production

Description

Triphosphopyridine nucleotide is a coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. Triphosphopyridine nucleotide serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH).

Chemical Properties

Triphosphopyridine nucleotide is white or off-white powder, it is easy to absorb moisture and deliquescence. pKa{1}=3.9; pKa{2}=6.1. It is soluble in water, methanol, insoluble in ethanol, insoluble in ether and ethyl acetate.

Uses

β-Nicotinamide adenine dinucleotide phosphate hydrate is suitable for use in:
the measurement of Glucose-6-phosphate dehydrogenase activity
the Cytochrome P450 3A4 assay as a part of NADPH-regenerating system
the Cytochrome P450 2D6 assay as a part of NADPH-regenerating system
the determination of Glucose-6-phosphate content

Definition

The oxidized form of nicotinamide adenine dinucleotide phosphate (NADP) that receives electrons from photosystem I during photosynthesis. It exists as an anion under normal physiologic conditions.

Biological Functions

Triphosphopyridine nucleotide (NADP) serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH).

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. 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).

Synthesis

Triphosphopyridine nucleotide is prepared by the reaction of NADPH. It is synthesised mainly by the interaction of both NfrA1 enzyme and a Bacillus subtilis under the conditions of bacterial luciferase. Reaction conditions were as follows: with hydrogenchloride; NfrA1 enzyme; nitrofurazone; 2-amino-2-hydroxymethyl-1,3-propanediol In water at 23℃; pH=7.0; Enzyme kinetics; Further Variations; Reagents; Oxidation.
Triphosphopyridine nucleotide synthesis

Purification Methods

Purify NMN by passage through a column of Dowex-1 (Clform) and washing with H2O until no absorbance is observed at 260 nm. The tubes containing NMN are pooled, adjusted to pH 5.5-6 and evaporated in vacuo to a small volume. This is adjusted to pH 3 with dilute HNO3 in an ice-bath and treated with 20volumes of Me2CO at 0-5o. The heavy white precipitate is collected by centrifugation at 0o. It is best stored wet and frozen or it can be dried to give a gummy residue. It has max 266nm ( 4,600) and min 249nm ( 3600) at pH 7.0 (i.e. no absorption at 340nm). It can be estimated by reaction with CNor hydrosulfite which form the 4-adducts (equivalent to NADH) which have UV max 340nm ( 6,200). Thus after reaction, an OD340 of one is obtained from a 0.1612mM solution in a 1cm path cuvette. [Plaut & Plaut Biochemical Preparations 5 56 1957, Maplan & Stolzenbach Methods Enzymol 3 899 1957, Kaplan et al. J Am Chem Soc 77 815 1955, Beilstein 22/2 V 168.]

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Triphosphopyridine nucleotide Spectrum

nadide phosphate B-NICOTINAMIDE ADENINE DINUCLEOTIDE*PHOS PHATE FREE β-nicotinamide adenine dinucleotide phosphate hydrate B-NICOTINAMIDEADENINEDINUCLEOTIDEPHOSPHATE,HYDRATE [(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-[[[[(2R,3S,4R,5R)-5-(5-carbamoylpyridin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid TPNH TRIPHOSPHOPYRIDINE NUCLEOTIDE CODEHYDROGENASE II BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHORIC ACID BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE REDUCED BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE BETA-NADP β-Nicotinamide adenine dinucleotide phosphate (NADP) BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE (NADP+) NADP (b-NicotinaMide adenine dinucleotide phosphate)trihydrate beta-NicotinaMide Adenine Dinucleotide Phosphate [for BiocheMical Research] β-NADP, Coenzyme II, NADP, TPN, Triphosphopyridine nucleotide NADP-ox NADP-oxidized nicotinamide adenine dinucleotide-P β-Nicotinamide adenine dinucleotide phosphate hydrate,β-NADP, CoenzymeII, NADP, TPN, Triphosphopyridine nucleotide 2’-(dihydrogenphosphate),5’.fwdarw.’-adenosine5’-(trihydrogendiphosphate beta-tpn Triphosphopyridine n Co II Triphosphopyridinnucleotid ATRAZINE NEAT BOTTLE 2,5L SMALL BROWN GLASS DIN45 CHLOROETHANE 200UG/ML IN METHANOL Triphosphopyridine nucleotid Beta-nicotinamide adenine dinucleotide phosphate(NADP+) free base β-nicotinamide adenine dinucleotide phosphate(NADP+) free base codehydraseii cozymaseii enosine2’-(dihydrogenphosphate)5’-(trihydrogenpyrophosphate),innersalt esterwith3-(aminocarbonyl)-1-beta-d-ribofuranosylpyridiniumhydroxide,inner nadphosphate pyridinium,3-carbamoyl-1-beta-d-ribofuranosyl-,hydroxide,5’,5’-esterwithad tpn(nucleotide) NADP(β-Nicotinamide adenine dinucleotide phosphate hydrate) COENZYME II β-Nicotinamide Adenine Dinucleotide Phosphate [for Biochemical Research] Β-NICOTINAMID-ADENIN-DINUCLEOTID-PHOSPHORSURE 5'-ester with3-(aminocarbonyl)-1-b-D-ribofuranosylpyridinium, inner salt Adenosine5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'® NADP zwitterion Adenosine5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'5'-ester with3-(aminocarbonyl)-1-b-D-ribofuranosylpyridinium, inner salt Triphosphopyridine nucleotide(NADP) β-nicotinamide adenine dinucleotide phosphoric acid(NADP+) β-NicotinamideAdenineDinucleotidePhosphate[forBiochemicalResearch]> NADP /Beta-Nicotinamide Adenine Dinucleotide Phosphate β-Nicotinamide adenine dinucleotide phosphate Triphosphopyridine nucleotide USP/EP/BP b-Nicotinamide Adenine Dinucelotide Phosphate (Nicotinamide adenine dinucleotide phosphate) Triphosphopyridine nucleotide 1-((2R,3R,4S,5R)-5-((((((((2R,3R,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)oxidophosphoryl)oxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-3-carbamoylpyridin-1-ium Nicotinamide-adenine dinucleotide, reduced, disodium salt (NADH) NADP+/β-Nicotinamide adenine dinucleotide phosphate