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FLAVIN ADENINE DINUCLEOTIDE

Basic information Safety Supplier Related

FLAVIN ADENINE DINUCLEOTIDE Basic information

Product Name:
FLAVIN ADENINE DINUCLEOTIDE
Synonyms:
  • adenine-flavindinucleotide
  • adenine-flavinedinucleotide
  • adenine-riboflavindinuceotide
  • flavitan
  • isoalloxazine-adeninedinucleotide
  • riboflavin5’-(trihydrogendiphosphate),5’.fwdarw.5’-esterwithadenosine
  • riboflavin5’-(trihydrogendiphosphate),5’-5’-esterwithadenosine
  • riboflavin-adeninedinucleotide
CAS:
146-14-5
MF:
C27H33N9O15P2
MW:
785.55
EINECS:
205-663-1
Product Categories:
  • Biochemistry
  • Vitamin Derivatives
  • Substrates
  • Vitamins
  • Aromatics
  • Bases & Related Reagents
  • Heterocycles
  • Isotope Labelled Compounds
  • Nucleotides
  • Phosphorylating and Phosphitylating Agents
  • 146-14-5
Mol File:
146-14-5.mol
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FLAVIN ADENINE DINUCLEOTIDE Chemical Properties

Density 
2.08±0.1 g/cm3(Predicted)
storage temp. 
−20°C
solubility 
Methanol (Slightly, Heated), Water (Slightly)
pka
1.13±0.50(Predicted)
form 
powder
color 
orange
Merck 
4091
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
VWWQXMAJTJZDQX-ZGGJIJKNNA-N
CAS DataBase Reference
146-14-5
EPA Substance Registry System
Riboflavin 5'-(trihydrogen diphosphate), P'.fwdarw.5'-ester with adenosine (146-14-5)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
RTECS 
AU7470000
8-10-21
HS Code 
29349990
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FLAVIN ADENINE DINUCLEOTIDE Usage And Synthesis

Chemical Properties

solid

Uses

Labelled Flavine Adenine xidase. Riboflavin kinase tumor necrosis factor receptor 1 NADPH oxidase

Uses

The prosthetic group of certain flavoproteins including D-amino acid oxidase, glucose oxidase, glycine oxidase, fumaric hydrogenase, histaminase, and xanthine oxidase. Riboflavin kinase tumor necrosis factor receptor 1 NADPH oxidase.

Definition

An adenine nucleotide containing two phosphate groups esterified to the sugar moiety at the 5′-position.

Purification Methods

Small quantities of FAD are purified by paper chromatography using tert-butyl alcohol/water, cutting out the main spot and eluting with water. Larger amounts can be precipitated from water as the uranyl complex by adding a slight excess of uranyl acetate to a solution at pH 6.0, dropwise and with gentle stirring. The solution is set aside overnight in the cold, and the precipitate is centrifuged off, washed with small portions of cold EtOH, then with cold peroxide-free diethyl ether. It is dried in the dark under vacuum over P2O5 at 50-60o. The uranyl complex is suspended in water, and, after adding sufficient 0.01M NaOH to adjust the pH to 7, the precipitate of uranyl hydroxide is removed by centrifugation [Huennekens & Felton Methods Enzymol 3 954 1957]. It can also be crystallised from water. It should be kept in the dark. More recently it was purified by elution from a DEAE-cellulose (Whatman DE 23) column with 0.1M phosphate buffer pH 7, and the purity was checked by TLC. [Holt & Cotton, J Am Chem Soc 109 1841 1987, Beilstein 26 III/IV 3632.]

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