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Merck
CN

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:
Molecular Weight:
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

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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Articles

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。

血清素(5-羟色胺)主要存在于三种主要细胞类型中:i)中杻神经系统(CNS)和肠肌间神经丛中的血清素能神经元,ii)胃肠道粘膜中的肠嗜铬细胞,和iii)血小板。血清素的代谢主要通过外部线粒体膜酶单胺氧化酶(MAO)进行,它以两种分子亚型存在,分别称为MAO-A和MAO-B。

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

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Lauren E Grosberg et al.
PloS one, 6(5), e19925-e19925 (2011-05-24)
Living tissues contain a range of intrinsic fluorophores and sources of second harmonic generation which provide contrast that can be exploited for fresh tissue imaging. Microscopic imaging of fresh tissue samples can circumvent the cost and time associated with conventional
João L Lagarto et al.
Sensors (Basel, Switzerland), 19(12) (2019-06-16)
Single Photon Avalanche Diode (SPAD) arrays are increasingly exploited and have demonstrated potential in biochemical and biomedical research, both for imaging and single-point spectroscopy applications. In this study, we explore the application of SPADs together with fiber-optic-based delivery and collection
João Lagarto et al.
Biomedical optics express, 6(2), 324-346 (2015-03-18)
We investigate the potential of an instrument combining time-resolved spectrofluorometry and diffuse reflectance spectroscopy to measure structural and metabolic changes in cardiac tissue in vivo in a 16 week post-myocardial infarction heart failure model in rats. In the scar region



Global Trade Item Number

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