Flavin adenine dinucleotide disodium salt hydrate(FAD-Na2) - for cell culture, ≥95% , CAS No.84366-81-4

CAS: 84366-81-4 Cat. No.: F100990 Molecular Weight: 829.51 (anhydrous basis) Beilstein Registry Number: 5326842 EC Number: 282-733-8 PubChem CID: 2734019

GRADE & PURITY for Cell culture, ≥95%

Synonyms

FAD-Na2 | NCGC00167573-01 | Flavin adenine dinucleotide disodium | FLAVINE ADENINE DINUCLEOTIDE DISODIUM | DTXCID8026723 | DTXSID0046723 | Tox21_112566 | DISODIUM FLAVINE ADENINE DINUCLEOTIDE | FAD sodium salt | CAS-84366-81-4 | UNII-67U7UHJ04C | FLAVIN A

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Product Introduction

Flavin adenine dinucleotide (FAD) is a redox cofactor of flavoproteins, such as cytochrome-b5 reductase enzyme. With the help of nicotinamide adenine dinucleotide phosphate (NADPH), FAD can be reduced to form FADH2.

Application

Flavin adenine dinucleotide disodium salt hydrate has been used as a component in the extraction buffer for plant tissue extraction. It has also been used to study its effects on infarct areas of middle cerebral artery occlusion (MCAO) induced mice.

Flavin adenine dinucleotide (FAD) is used as a redox cofactor (electron carrier) by flavoproteins including succinate dehydrogenase (complex), α-ketoglutarate dehydrogenase, apoptosis-inducing factor 2 (AIF-M2, AMID), folate/FAD-dependent tRNA methyltransferases, and N-hydroxylating flavoprotein monooxygenases. FAD is a component of the pyruvate dehydrogenase complex.

Specifications

Synonyms

FAD-Na2 | NCGC00167573-01 | Flavin adenine dinucleotide disodium | FLAVINE ADENINE DINUCLEOTIDE DISODIUM | DTXCID8026723 | DTXSID0046723 | Tox21_112566 | DISODIUM FLAVINE ADENINE DINUCLEOTIDE | FAD sodium salt | CAS-84366-81-4 | UNII-67U7UHJ04C | FLAVIN A

Specifications & Purity

for cell culture, ≥95%

Biochemical and Physiological Mechanisms

Redox cofactor of flavoproteins. Flavin adenine dinucleotide is a component of pyruvate dehydrogenase complex. Role in nitric oxide synthesis. Active in vitro .

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

for Cell culture

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)([O-])OP(=O)([O-])OCC4C(C(C(O4)N5C=NC6=C(N=CN=C65)N)O)O)O)O)O.[Na+].[Na+]
• IUPAC Name: disodium;[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] [(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] phosphate
• InChIKey: XLRHXNIVIZZOON-WFUPGROFSA-L
• INCHI: 1S/C27H33N9O15P2.2Na/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36;;/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43);;/q;2*+1/p-2/t14-,15+,16+,19-,20+,21+,26+;;/m0../s1
• Isomeric SMILES: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=NC6=C(N=CN=C65)N)O)O)O)O)O.[Na+].[Na+]
• WGK Germany: 3
• RTECS: AU7470000
• PubChem CID: 2734019
• Molecular Weight: 829.51 (anhydrous basis)
• Beilstein: 5326842
• Reaxy-Rn: 5326842

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Flavin nucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Flavin nucleotides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavin nucleotides
• Alternative Parents: (3'->5')-dinucleotides Purine ribonucleoside diphosphates Purine ribonucleoside monophosphates Flavins Pentose phosphates Glycosylamines 6-aminopurines Monosaccharide phosphates Organic pyrophosphates Quinoxalines Aminopyrimidines and derivatives Pyrimidones Pyrazines Benzenoids Imidolactams N-substituted imidazoles Alkyl phosphates Vinylogous amides Heteroaromatic compounds Tetrahydrofurans Lactams Secondary alcohols Polyols Oxacyclic compounds Azacyclic compounds Primary amines Hydrocarbon derivatives Organic oxides Organic sodium salts Organic zwitterions Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavin nucleotide - (3'->5')-dinucleotide - (3'->5')-dinucleotide or analogue - Purine ribonucleoside diphosphate - Purine ribonucleoside monophosphate - Flavin - Isoalloxazine - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Diazanaphthalene - Monosaccharide phosphate - Organic pyrophosphate - Pentose monosaccharide - Pteridine - Quinoxaline - Imidazopyrimidine - Purine - Aminopyrimidine - Pyrimidone - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Alkyl phosphate - Benzenoid - Imidolactam - Phosphoric acid ester - Pyrazine - Pyrimidine - Vinylogous amide - Tetrahydrofuran - Imidazole - Heteroaromatic compound - Azole - Lactam - Secondary alcohol - Polyol - Organic alkali metal salt - Organoheterocyclic compound - Oxacycle - Azacycle - Primary amine - Alcohol - Amine - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organic zwitterion - Organooxygen compound - Organic sodium salt - Organic salt - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light&Moisture&Heat sensitive
• Specific Rotation[α]: -30.0 to -25.0 deg(C=1, H2O)
• Molecular Weight: 829.500 g/mol
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 13
• Exact Mass: 829.121 Da
• Monoisotopic Mass: 829.121 Da
• Topological Polar Surface Area: 362.000 Ų
• Heavy Atom Count: 55
• Formal Charge: 0
• Complexity: 1550.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Jianfeng Zhang, Wenrong Bing, Tiancheng Hu, Xu Zhou, Jiejing Zhang, Jing Liang, Yongguang Li.  (2023)  Enhanced biodegradation of phenol by microbial collaboration: Resistance, metabolite utilization, and pH stabilization.  ENVIRONMENTAL RESEARCH,      [PMID:37776942] [10.1016/j.envres.2023.117269]

2. Hao Fei, Xie Xing, Feng Zhixin, Chen Rong, Wei Yanna, Liu Jin, Xiong Qiyan, Shao Guoqing, Lin Johnson.  (2022)  NADH oxidase of Mycoplasma hyopneumoniae functions as a potential mediator of virulence.  BMC Veterinary Research,  18  (1): (1-14).  [PMID:35366872] [10.1186/s12917-022-03230-7]

3. Lijun Geng, Xudong Yu, Yajuan Li, Yanqiu Wang, Yongquan Wu, Jujie Ren, Fengfeng Xue, Tao Yi.  (2019)  Instant hydrogel formation of terpyridine-based complexes triggered by DNA via non-covalent interaction.  Nanoscale,  11  (9): (4044-4052).  [PMID:30768104] [10.1039/C8NR08532C]