F6625

Flavin adenine dinucleotide disodium salt hydrate

≥95% (HPLC), powder

• Synonym(s): FAD, FAD-Na2, Riboflavin 5′-adenosine diphosphate disodium salt, FAD-Na₂
• Empirical Formula (Hill Notation): C₂₇H₃₁N₉Na₂O₁₅P₂ · xH₂O
• CAS Number: 84366-81-4
• Molecular Weight: 829.51 (anhydrous basis)
• Beilstein: 5326842
• MDL number: MFCD08277021
• UNSPSC Code: 41106305
• PubChem Substance ID: 24894909
• NACRES: NA.51

Properties

• biological source: microbial
• Assay: ≥95% (HPLC)
• form: powder
• color: yellow to orange-brown
• solubility: H₂O: soluble-50 mg/mL, clear, slightly orang to deep orange
• 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

Description

General description

Flavin adenine dinucleotide disodium salt hydrate (FAD-Na2) is an adenine-containing enzymatic redox cofactor[1]. Also known as flavin cofactors, FAD is critical electron transporter in living systems.[2] They catalyze several 1-2 electron redox reactions. e.g., β-oxidation of fatty acids occurs in the presence of FAD as a cofactor.[3] FAD is one of the two active coenzymes of vitamin B12(riboflavin).[4] FAD displays a significantly shorter excited state lifetime in aqueous solutions than its analog, flavin mononucleotide.[2]

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.[5] FAD is used as a predominant fluorophore to study unstained eosinophils, which exhibit autofluorescence compared to other leucocytes.[6]

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.

Safety Information

• 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