Flavin mononucleotide

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Flavin mononucleotide
Flavin mononucleotide.png
Identifiers
CAS number 146-17-8 YesY
PubChem 643976
ChemSpider 559060 YesY
UNII 7N464URE7E YesY
MeSH Flavin+mononucleotide
ChEBI CHEBI:17621 YesY
ChEMBL CHEMBL1201794 N
Jmol-3D images Image 1
Properties
Molecular formula C17H21N4O9P
Molar mass 456.344 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Flavin mononucleotide (FMN), or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as prosthetic group of various oxidoreductases including NADH dehydrogenase as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, a reversible interconversion of the oxidized (FMN), semiquinone (FMNH) and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers. In its role as blue-light photo receptor, (oxidized) FMN stands out from the 'conventional' photo receptors as the signaling state and not an E/Z isomerization.

It is the principal form in which riboflavin is found in cells and tissues. It requires more energy to produce, but is more soluble than riboflavin.

Food additive[edit]

Flavin mononucleotide is also used as an orange-red food colour additive, designated in Europe as E number E101a.[1]

E106, a very closely related food dye, is riboflavin-5′-phosphate sodium salt, which consists mainly of the monosodium salt of the 5′-monophosphate ester of riboflavin. It is rapidly turned to free riboflavin after ingestion. It is found in many foods for babies and young children as well as jams, milk products, and sweets and sugar products.

See also[edit]

References[edit]

  1. ^ "Current EU approved additives and their E Numbers", Food Standards Agency website, retrieved 15 Dec 2011

External links[edit]