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F6625

Flavin adenine dinucleotide disodium salt hydrate

≥95% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C27H31N9Na2O15P2 · xH2O
CAS Number:
84366-81-4
Molecular Weight:
829.51 (anhydrous basis)
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
24894909
MDL number:
MFCD08277021
Beilstein/REAXYS Number:
5326842
Form:
powder
Assay:
≥95% (HPLC)
Solubility:
H2O: soluble-50 mg/mL, clear, slightly orang to deep orange
Biological source:
microbial
Color:
yellow to orange-brown
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biological source

microbial

Quality Level

200

assay

≥95% (HPLC)

form

powder

mol wt

829.51 g/mol

color

yellow to orange-brown

solubility

H2O: soluble-50 mg/mL, clear, slightly orang to deep orange

λmax

375-377 nm, 448-450 nm

fluorescence

(EmM Anhydrous 10.5 - 11.8 pH 7.0, Lambda Max 448 to 450 nm
EmM Anhydrous 8.5 - 9.5 pH 7.0, Lambda Max 375 to 377 nm)

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

General description

Flavin adenine dinucleotide disodium salt hydrate (FAD-Na2) is an adenine-containing enzymatic redox cofactor. Also known as flavin cofactors, FAD is critical electron transporter in living systems. They catalyze several 1-2 electron redox reactions. e.g., β-oxidation of fatty acids occurs in the presence of FAD as a cofactor. FAD is one of the two active coenzymes of vitamin B12(riboflavin). FAD displays a significantly shorter excited state lifetime in aqueous solutions than its analog, flavin mononucleotide.

Application

FAD is used to remove reactive oxygen species (ROS) from mammalian cells. The fluorescence mechanism of FAD is used to study energy-dependent intramitochondrial redox potential. FAD is used as a predominant fluorophore to study unstained eosinophils, which exhibit autofluorescence compared to other leucocytes.
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.

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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000548456
0000546902
0000538684
0000548456
0000538684

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Articles

Serotonin Synthesis & Metabolism

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

Mitochondrial Stress and ROS

Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.

线粒体应激和ROS

氧化应激，在一部分上，是由多种细胞过程产生的活性氧介导，并由诸如酶清除剂或抗氧化剂调节剂等细胞抗氧化剂机制所控制的。自由基，如活性氧，会通过细胞引起细胞损伤。

View All Articles
Ruofan Cao et al.
Journal of biomedical optics, 25(1), 1-16 (2020-01-11)
Two-photon fluorescence lifetime imaging microscopy (FLIM) is widely used to capture autofluorescence signals from cellular components to investigate dynamic physiological changes in live cells and tissues. Among these intrinsic fluorophores, nicotinamide adenine dinucleotide (phosphate) (NAD(P)H) and flavin adenine dinucleotide (FAD)-essential
A N Mayeno et al.
Journal of leukocyte biology, 51(2), 172-175 (1992-02-01)
Unstained human eosinophils exhibit marked autofluorescence in comparison to other leukocytes due to a granule-associated fluorescent substance. Fluorescence spectroscopy of granule extracts reveals excitation maxima at approximately 380 and approximately 450 nm with a single emission at approximately 520, characteristic
J Rösner et al.
Journal of microscopy, 264(2), 215-223 (2016-07-02)
Dynamic alterations in flavin adenine dinucleotide (FAD) fluorescence permit insight into energy metabolism-dependent changes of intramitochondrial redox potential. Monitoring FAD fluorescence in living tissue is impeded by photobleaching, restricting the length of microfluorimetric recordings. In addition, photodecomposition of these essential
View All Related Papers

Global Trade Item Number

SKUGTIN
F6625-25MG04061833618721
F6625-1G04061833618707
F6625-10MG04061833618684
F6625-100MG04061833618653
F6625-500MG04061833618752
F6625-250MG04061833618714