N-formylmethionine

Also known as N-formyl-DL-methionine, formylmethionine

'''N-Formylmethionine''' (fMet, HCO-Met, For-Met) is a derivative of the amino acid methionine in which a formyl group has been added to the amino group. It is specifically used for initiation of protein synthesis from bacterial and organellar genes, and may be removed post-translationally.

In the Vinony graph

Within Vinony's link graph, N-formylmethionine is referenced by 41 other articles, and connects out to eukaryote, mitochondrion and chloroplast.

Vinony files it under Alpha-Amino acids, Amino acid derivatives and Chembox having GHS data.

Its subject is documented across 20 Wikipedia language editions.

Chemical data

Formula: C6H11NO3S
Molecular weight: 177.22 g/mol
IUPAC name: 2-formamido-4-methylsulfanylbutanoic acid
SMILES: CSCCC(C(=O)O)NC=O
InChIKey: PYUSHNKNPOHWEZ-UHFFFAOYSA-N
XLogP: 0.2
Polar surface area: 91.7 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

via PubChem

Research

7,098 papers

Circulating N-formylmethionine and metabolic shift in critical illness: a multicohort metabolomics study.Critical care (London, England) · 2022
Chemotaxis.Infection · 1980
Mitochondrial DNA variants modulate N-formylmethionine, proteostasis and risk of late-onset human diseases.Nature medicine · 2021
Pseudouridine and N-formylmethionine associate with left ventricular mass index: Metabolome-wide association analysis of cardiac remodeling.Journal of molecular and cellular cardiology · 2020
Where Does N-Formylmethionine Come from? What for? Where Is It Going? What is the origin of N-formylmethionine in eukaryotic cells?Molecules and cells · 2022

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 177.045964

Show 3 more facts

chemical formula: C₆H₁₁NO₃S
canonical SMILES: CSCCC(C(=O)O)NC=O
found in taxon: Phaseolus vulgaris

Sources (2)

via Wikidata · CC0

~6 min read

Encyclopedic overview

8 sections

Contents

Function in protein synthesis
Translation
Further processing
Variation
Relevance to immunology
See also
References
External links

'''N-Formylmethionine' (fMet, HCO-Met, For-Met) is a derivative of the amino acid methionine in which a formyl group has been added to the amino group. It is specifically used for initiation of protein synthesis from bacterial and organellar genes, and may be removed post-translationally.

fMet plays a crucial part in the protein synthesis of bacteria, mitochondria and chloroplasts. It is not used in cytosolic protein synthesis of eukaryotes, where eukaryotic nuclear genes are translated. It is also not used by Archaea. In the human body, fMet is recognized by the immune system as foreign material, or as an alarm signal released by damaged cells, and stimulates the body to fight against potential infection.

Excerpted from Wikipedia’s “N-formylmethionine” article, available under the CC BY-SA 4.0 licence.