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Key Documents

F8384

Sigma-Aldrich

Flavin adenine dinucleotide disodium salt hydrate

BioReagent, suitable for cell culture

Synonym(s):

FAD, FAD-Na2, Riboflavin 5′-adenosine diphosphate disodium salt

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About This Item

Empirical Formula (Hill Notation):
C27H31N9Na2O15P2 · xH2O
CAS Number:
Molecular Weight:
829.51 (anhydrous basis)
Beilstein:
5326842
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.75

biological source

bovine milk

Quality Level

product line

BioReagent

Assay

≥95%

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

water: 50 mg/mL, clear

storage temp.

−20°C

SMILES string

[Na+].[Na+].[H]O[H].Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)COP([O-])(=O)OP([O-])(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)c2cc1C

InChI

1S/C27H33N9O15P2.2Na.H2O/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);;;1H2/q;2*+1;/p-2/t14-,15+,16+,19-,20+,21+,26+;;;/m0.../s1

InChI key

GXTPHHZYFMAGLX-UJXBNFGUSA-L

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General description

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 (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.
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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mechanisms of Hepatocyte Detoxification
Physiology of the Gastrointestinal Tract, 2, 1507-1527 (2012)
Bone Marrow, Blood Cells, and the Lymphoid/Lymphatic System1
Pathologic Basis of Veterinary Disease, 724-804 (2017)
In vitro Nitrate Reductase Activity Assay from Arabidopsis Crude Extracts
Kim JY and Seo HS
Bio-protocol, 8(7) (2018)
Saurav Roy Choudhury et al.
Cell, 178(5), 1205-1221 (2019-08-24)
A hallmark feature of inflammation is the orchestrated recruitment of neutrophils from the bloodstream into inflamed tissue. Although selectins and integrins mediate recruitment in many tissues, they have a minimal role in the lungs and liver. Exploiting an unbiased in vivo
Ying-Xin Zou et al.
CNS neuroscience & therapeutics, 18(10), 834-840 (2012-08-29)
To explore risk factors for stroke independent of hypertension and the relationship between riboflavin kinase (RFK) and stroke. Gene expression profiling in the brains of spontaneously hypertensive rats (SHR) and stroke-prone spontaneously hypertensive rats (SHRSP) was comparatively analyzed by gene

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