Flavin mononucleotide

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Flavin mononucleotide

Names
Other names
FMN
Identifiers
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

InChI[show]
SMILES[show]
Properties
Chemical formula

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).
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Infobox references

This article needs additional citations for verification. Please help improve this
article by adding citations to reliable sources. Unsourced material may be challenge
removed. (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 includingNADH 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 oneand 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.
Contents
[hide]

1Food additive

2See also

3References

4External links

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]

FAD

References[edit]
1.

Jump up^ "Current EU approved additives and their E Numbers",

Food Standards Agency website, retrieved 15 Dec 2011

External links[edit]

FMN in the EBI Macromolecular Structure Database

[hid

Enzyme c

Active
forms

vitamins

TPP / ThDP (B1)

FMN, FAD (B2)
NAD+, NADH, NADP+, NADPH (B3)
Coenzyme A (B5)
PLP / P5P (B6)
Biotin (B7)

THFA / H4FA, DHFA / H2FA, MTHF (B9)

AdoCbl, MeCbl (B12)
Ascorbic acid (C)
Phylloquinone (K1), Menaquinone (K2)
Coenzyme F420

ATP
CTP
SAMe
PAPS
GSH
Coenzyme B
Cofactor F430
non-vitamins

Coenzyme M
Coenzyme Q
Heme / Haem (A, B, C, O)
Lipoic Acid
Methanofuran
Molybdopterin/Molybdenum cofactor
PQQ
THB / BH4
THMPT / H4MPT

Ca2+
Cu2+
Fe2+, Fe3+
minerals

Mg2+
Mn2+
Mo
Ni2+
Zn2+

Base forms

Categories:

vitamins: see vitamins

Flavins

Food colorings

Organophosphates

Oxidoreductases

Cofactors

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This page was last modified on 8 July 2015, at 08:28.

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