Flavin mononucleotide
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| Names | |
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| Other names
FMN
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| Identifiers | |
3D model (JSmol)
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| ECHA InfoCard | 100.005.150 |
| E number | E101a (colours) |
| MeSH | Flavin+mononucleotide |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C17H21N4O9P | |
| Molar mass | 456.344 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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 | This article needs additional citations for verification. (December 2009) |
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 catalytic cycle, the reversible interconversion of 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 is not a 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.
Designated with E number E101a [citation needed], it is used as a food dye.
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.