L-methionine
Methionine (IUPAC-IUBMB abbreviations: Met and M) is an α-amino acid, with its L enantiomer being one of the 22 proteinogenic amino acids, and one of the 9 essential amino acids for humans. It is encoded in messenger RNA by the AUG codon. It is characterized by the presence of a sulfur atom engaged in a thioether function. Its methyl group –CH3 is involved in numerous methylation reactions within the metabolism.
Methionine plays a critical role in reproduction, cell development, and DNA and protein methylation.
Methionine is a crucial amino acid for protein synthesis and cellular growth. As a precursor to S-adenosylmethionine, an important methyl group donor in methylation reactions, it is essential for numerous key metabolic pathways. Additionally, methionine is involved in the formation of carnitine, a compound vital for the transport of fatty acids into mitochondria, where they are used as an energy source.
Moreover, methionine is often used as a dietary supplement for its potential health benefits. In addition to promoting growth and development, it can contribute to the health of hair, skin, and nails. Methionine also plays a critical role in detoxification by helping to eliminate heavy metals and other toxins from the body.
Accession Number : KLM0000272 This work is released into the public domain; please see our release statement.
Synonyms :
- L-METHIONINE
- Met
- M
Config Rule :
config('L-methionine',[
substituent(aminoacid_L_backbone),
substituent(methandiylthiomethyl),
linkage(from(aminoacid_L_backbone,car(1)),
to(methandiylthiomethyl,car(1)),
down,single)]).
%%%% Substituent Config Rules for compound 'L-methionine' %%%%
config(aminoacid_L_backbone,[
left(amino),
right(hyd),
top(carboxyl),
center(car(1))]).
config(methandiylthiomethyl,[
top(methandiyl(1,empty)),
center(methandiyl),
bottom(sul(1,methyl))]).
Smiles String :
[C@2H]([NH3+])([C](=[O])[O-])[C@2H2][C@2H2][S][CH3] 'L-methionine'
Fischer Diagram :
Terminal :
% 'L-methionine'
c(1,12,(0,chiral))-[n(1,left)~,h(1,right)~,c(2,up)~,c(3,down)~],
c(2,12,(0,nonchiral))-[o(1,nil)?,o(2,nil)?,c(1,down)~],
c(3,12,(0,nonchiral))-[c(4,left)~,h(7,right)~,c(1,up)~,h(8,down)~],
c(4,12,(0,nonchiral))-[h(5,left)~,c(3,right)~,h(6,up)~,s(1,down)~],
c(5,12,(0,nonchiral))-[h(9,left)~,h(11,right)~,s(1,up)~,h(10,down)~],
h(1,1,(0,nonchiral))-[c(1,left)~],
h(2,1,(0,nonchiral))-[n(1,right)~],
h(3,1,(0,nonchiral))-[n(1,down)~],
h(4,1,(0,nonchiral))-[n(1,up)~],
h(5,1,(0,nonchiral))-[c(4,right)~],
h(6,1,(0,nonchiral))-[c(4,down)~],
h(7,1,(0,nonchiral))-[c(3,left)~],
h(8,1,(0,nonchiral))-[c(3,up)~],
h(9,1,(0,nonchiral))-[c(5,right)~],
h(10,1,(0,nonchiral))-[c(5,up)~],
h(11,1,(0,nonchiral))-[c(5,left)~],
n(1,14,(1,nonchiral))-[h(2,left)~,c(1,right)~,h(3,up)~,h(4,down)~],
o(1,16,(-5.0E-01,nonchiral))-[c(2,nil)?],
o(2,16,(-5.0E-01,nonchiral))-[c(2,nil)?],
s(1,32,(0,nonchiral))-[c(5,down)~,c(4,up)~]
The Terminals for all the Config Rules are in Prolog Definite Clause Grammar (DCG) form.They can be checked in the Manual here.
The compound's PDB file can be seen here.