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Triphosphopyridine nucleotide

Product Name
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;TPNH;COENZYME II;nadide phosphate;nicotinamide adenine dinucleotide-P;BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE
CBNumber
CB9319046
Molecular Formula
C21H28N7O17P3
Formula Weight
743.41
MOL File
53-59-8.mol
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Triphosphopyridine nucleotide Property

storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
H2O: 50 mg/mL, clear, slightly yellow
form 
powder to crystal
pka
pKa1 3.9; pKa2 6.1(at 25℃)
color 
White to Orange to Green
λmax
260nm(lit.)
Merck 
14,6348
InChI
InChI=1/C21H28N7O17P3/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/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/t10-,11-,13-,14-,15-,16-,20-,21-/s3
InChIKey
XJLXINKUBYWONI-WFYQBQJJNA-N
SMILES
O([C@@H]1[C@@H]([C@@H](COP(O)(=O)OP([O-])(=O)OC[C@@H]2[C@H]([C@@H](O)[C@H]([N+]3=CC=CC(C(=O)N)=C3)O2)O)O[C@H]1N1C=NC2C(=NC=NC1=2)N)O)P(O)(O)=O |&1:1,2,3,15,16,17,19,32,r|
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
UU3440000
10-21
HS Code 
2934.99.9001
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N5755
Product name
β-Nicotinamide adenine dinucleotide phosphate hydrate
Packaging
100mg
Price
$176
Updated
2024/03/01
Sigma-Aldrich
Product number
N5755
Product name
β-Nicotinamide adenine dinucleotide phosphate hydrate
Packaging
1g
Price
$926
Updated
2024/03/01
TCI Chemical
Product number
N0943
Product name
β-Nicotinamide Adenine Dinucleotide Phosphate [for Biochemical Research]
Purity
>83.0%(HPLC)
Packaging
100mg
Price
$120
Updated
2024/03/01
Cayman Chemical
Product number
21045
Product name
NADP+
Purity
≥90%
Packaging
50mg
Price
$45
Updated
2021/12/16
Cayman Chemical
Product number
21045
Product name
NADP+
Purity
≥90%
Packaging
100mg
Price
$81
Updated
2021/12/16
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Triphosphopyridine nucleotide Chemical Properties,Usage,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.

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.]

Triphosphopyridine nucleotide Preparation Products And Raw materials

Raw materials

Preparation Products

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Triphosphopyridine nucleotide Suppliers

OXSYNS
Tel
13521451709 13521451709
Email
xin.li@oxsyns.com
Country
China
ProdList
19
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58
Maintain Biotech Co., Ltd.
Tel
755-89664337 19125366885
Email
sales@maintain-bio.com
Country
China
ProdList
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58
microBioSyn Biotech Co,. Ltd.
Tel
153-0048-7802 15300487802
Email
jlin@microbiosyn.com
Country
China
ProdList
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58
Shanghai Biological Technology Development Co., Ltd.
Tel
021-69955236-807 13918189704
Fax
021-65211385
Email
chinaruji@chinaruji.com
Country
China
ProdList
5176
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Shanghai Uteam Biotechnology Co., Ltd.
Tel
021-36031160 13311776681
Email
3338195766@QQ.com
Country
China
ProdList
5175
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Hubei huizepu Pharmaceutical Technology Co., Ltd
Tel
027-0185-0185-07139096-265 19371278702
Fax
QQ:1925957016
Email
18507139096@163.com
Country
China
ProdList
1046
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Hangzhou Meiya Pharmaceutical Co.,ltd.
Tel
021-33686691 18001850931;
Email
lijh@meiyapharm.com
Country
China
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Hangzhou Weitai Biological Pharmaceutical Co., Ltd.
Tel
86-571-82358004 13588879771
Email
sales1@weitai-pharmaceutical.com
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China
ProdList
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Cell-Free Biopharma (Shanghai) Co. , Ltd
Tel
+86-021-36696129 18016282116
Email
yongjian.liu@skr-cellfree.com
Country
China
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Xi'an Kono chem co., Ltd.
Tel
29-84385017-8016 15891718909
Fax
15891718909
Email
sales@konochemical.com
Country
China
ProdList
275
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View Lastest Price from Triphosphopyridine nucleotide manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Beta-Nicotinamide Adenine Dinucleotide Phosphate(NADP+) 53-59-8
Price
US $0.00/Kg/Bag
Min. Order
10g
Purity
99%min
Supply Ability
10kg
Release date
2021-10-25
Wuhan Haorong Biotechnology Co.,Ltd
Product
Triphosphopyridine nucleotide 53-59-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000
Release date
2023-08-07
Hebei Weibang Biotechnology Co., Ltd
Product
NADP 53-59-8
Price
US $10.00-10.00/kg
Min. Order
1kg
Purity
99.5%
Supply Ability
100
Release date
2024-10-30

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