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Merck

F6625

Flavin adenine dinucleotide disodium salt hydrate

≥95% (HPLC), powder

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C27H31N9Na2O15P2 · xH2O
Número CAS:
Peso molecular:
829.51 (anhydrous basis)
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
MDL number:
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 Segment

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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Clase de almacenamiento

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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