Skip to Content
Merck
All Photos(7)

Key Documents

View All Documentation

F6625

Sigma-Aldrich

Flavin adenine dinucleotide disodium salt hydrate

≥95% (HPLC), powder

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(7)

About This Item

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

Quality Level

200

Assay

≥95% (HPLC)

form

powder

color

yellow to orange-brown

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Quan Liu et al.
Medical physics, 36(10), 4819-4829 (2009-11-26)
Hemoglobin concentration and oxygenation in tissue are important biomarkers that are useful in both research and clinical diagnostics of a wide variety of diseases such as cancer. The authors aim to develop simple ratiometric method based on the spectral filtering
Irina O Vvedenskaya et al.
Molecular cell, 70(3), 553-564 (2018-04-24)
Nucleoside-containing metabolites such as NAD+ can be incorporated as 5' caps on RNA by serving as non-canonical initiating nucleotides (NCINs) for transcription initiation by RNA polymerase (RNAP). Here, we report CapZyme-seq, a high-throughput-sequencing method that employs NCIN-decapping enzymes NudC and
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

Articles

Electron Transport

Learn about the four membrane-bound protein complexes that make up the electron transport chain metabolic pathway supplying energy as ATP for cellular respiration.

Serotonin Synthesis and Metabolism

Serotonin (5-hydroxytryptamine) is principally found stored in three main cell types - i) serotonergic neurons in the CNS and in the intestinal myenteric plexus, ii) enterochromaffin cells in the mucosa of the gastrointestinal tract, and iii) in blood platelets. Metabolism of serotonin is carried out primarily by the outer mitochondrial membrane enzyme monoamine oxidase (MAO), which occurs as two molecular subtypes called MAO-A and MAO-B.

Mitochondrial Stress and ROS

Oxidative stress is mediated, in part, by reactive oxygen species produced by multiple cellular processes and controlled by cellular antioxidant mechanisms such as enzymatic scavengers or antioxidant modulators. Free radicals, such as reactive oxygen species, cause cellular damage via cellular.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service