Flavin mononucleotide

Flavin mononucleotide
Skeletal formula of flavin mononucleotide
Ball-and-stick model of the flavin mononucleotide molecule
Names
Other names
FMN
Identifiers
146-17-8 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:17621 YesY
ChEMBL ChEMBL1201794 N
ChemSpider 559060 YesY
ECHA InfoCard 100.005.150
E number E101a (colours)
5185
MeSH Flavin+mononucleotide
PubChem 643976
UNII 7N464URE7E YesY
Properties
C17H21N4O9P
Molar mass 456.344 g/mol
Melting point 195 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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

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

References

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