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Β-Homoleucine

| NFPA-H = 1 | NFPA-F = 0 | NFPA-R = 0

β-Homoleucine, also known as 3-amino-5-methylhexanoic acid, belongs to a class of unusual amino acids known as β-homo amino acids or beta amino acids. The more common α-analogues of these amino acids are present in greater quantities and make up most polypeptides in a cell. β-Amino acids, however, can also be found in nature and bound to polypeptides, although at a reduced frequency. β-Homoleucine can exists as either of two enantiomers, D-β-homoleucine and L-β-homoleucine, with L-β-homoleucine being the more common isomer. β-Homoleucine hydrochloride is the hydrochloride salt of the amino acid.

Properties

Homolecuine shares many of the same properties as its α-analogue leucine. Some notable differences include being remarkably stable to metabolism, exhibiting slow microbial degradation, and being inherently stable to proteases and peptidases, as well as folding into well-ordered secondary structures consisting of helices, turns, and sheets.

References

References

  1. β-Amino Acids and Homologs, Aldrich ChemFiles 2008, 8.7, 11
  2. (June 2012). "Relationship between side-chain branching and stoichiometry in β3-peptide bundles". Tetrahedron.
  3. (January 2008). "Thiosugars - Derivatization agents for chiral resolution of homoleucines". Journal of Separation Science.
  4. (May 2008). "Application of chiral derivatizing agents in the high-performance liquid chromatographic separation of amino acid enantiomers: A review". Journal of Pharmaceutical and Biomedical Analysis.
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amino-acid-derivatives beta-amino-acids
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