The leucines are primarily the four isomeric amino acids: leucine, isoleucine, tert-leucine (terleucine, pseudoleucine) and norleucine.[1] Being compared with the four butanols, they could be classified as butyl-substituted glycines; they represent all four possible variations.

Leucine and isoleucine belong to the proteinogenic amino acids; the others are non-natural.

Isomers

Including the stereoisomers, six further isomers could be added: D-leucine, D-isoleucine, L-alloisoleucine, D-alloisoleucine, D-tert-leucine and D-norleucine.

Leucines
Name L-Leucine L-Isoleucine L-tert-Leucine (terleucine, pseudoleucine) L-Norleucine
Other names 2-Amino-4-methylpentanoic acid,
Isobutylglycine
2-Amino-3-methylpentanoic acid,
sec-Butylglycine
2-Amino-3,3-dimethylbutanoic acid,
tert-Butylglycine
2-Amino-hexanoic acid,
n-Butylglycine
Structure
CAS-number 61-90-5 73-32-5 20859-02-3 327-57-1
PubChem CID 6106 from PubChem CID 791 from PubChem CID 164608 from PubChem CID 21236 from PubChem
Molecular formula C6H13NO2
Molar mass 131.18 g/mol

Derivatives

Cycloleucine could be classified as a cyclic derivative of norleucine. With a cyclopentane-ring, it has two hydrogen atoms fewer and thus is not an isomer. The α-carbon atom is not a stereocenter.

Cycloleucine

See also


Literature

References

  1. ^ Zaremska, Valeriia; Tan, Jiajun; Lim, Sierin; Knoll, Wolfgang; Pelosi, Paolo (2020-07-17). "Isoleucine Residues Determine Chiral Discrimination of Odorant‐Binding Protein". Chemistry – A European Journal. 26 (40): 8720–8724. doi:10.1002/chem.202000872. ISSN 0947-6539.