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.
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Names | |
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Other names FMN |
CAS Number | 146-17-8 |
ChEBI | CHEBI:17621 |
ChEMBL | ChEMBL1201794 |
ChemSpider | 559060 |
IUPHAR/BPS | 5185 |
Jmol interactive 3D | Image |
MeSH | Flavin+mononucleotide |
PubChem | 643976 |
UNII | 7N464URE7E |
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SMILES[show] |
Properties | |
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Chemical formula | C17H21N4O9P |
Molar mass | 456.344 g/mol |
Melting point | 195 °C |