From Wikipedia, the free encyclopedia
Jump to: navigation, search

L-β-Homoleucine hydrochloride[edit]

L-β-Homoleucine hydrochloride, also known as (3S)-3-Amino-5-methylhexanoic acid hydrochloride 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.

L-β-Homoleucine hydrochloride
L-β-Homoleucine hydrochloride.png
IUPAC name
(3S)-3-Amino-5-methylhexanoic acid hydrochloride
Other names
C7H15NO2· HCl
Molar mass 181.66 g mol-1
Appearance N/A
Density N/A cm-3
Melting point N/A
Boiling point 249.1 °C
N/A L-1
Solubility in ethanol N/A
log P 0.90
Vapor pressure 0.00744 mmHg
Acidity (pKa) N/A
Main hazards Flammable
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen NFPA 704 four-colored diamond

S=0 NFPA code error
Flash point 104.5°C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):


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


|Amino Acids play a critical part in the formation of any given protein in a cell. Proteins are required for cellular function and have many specific jobs in a given cell. Amino acids are the subunits that make up a polypeptide and are referred to as the polpypeptides primary sequence.β-amino acids are an unusual type of amino acid that is found in cell but at aa greatly reduced frequency when compared to their α-analogues.β-amino acids are remarkably stable to metabolize, exhibiting slow microbial degradation, and inherently stable to proteases and peptidases, they fold into well-ordered secondary structures consisting of helices, turns, and sheets[reference1]


Homoleucine, like all of the unusual amino acid, has recently come into the focus of research and as a result does not contain significant history.


A whole new “world” has emerged from the design of fascinating new peptidic macromolecules from β- and γ-homologated proteinogenic amino acids and other components. These compounds are now used to construct polypeptides and study the proteins that result from them.


Homolecuine participates in a Peptide bond that links various amino acids together to form a polypeptide.


Homoleucine is used as a substrate Amino acid in the synthesis of polypeptides from which proteins are derived.


Protective eye ware and equipment should be worn to avoid direct contact. Do not store with incompatible materials such as oxidizing agents, reducing agents, bases, alkali metals.


1. β-Amino Acids and Homologs, Aldrich ChemFiles 2008, 8.7, 11.

2. Wang PS, Craig CJ, Schepartz A. Tetrahedron. 2012 Jun 10;68(23):4342-4345.

3. Zahradnícková H, Jegorov A, Trnka T, Zelenka K., J Sep Sci. 2008 Jan;31(1):133-6.

4. Ilisz I, Berkecz R, Péter A., J Pharm Biomed Anal. 2008 May 12;47(1):1-15. Epub 2007 Dec 15.