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Leucines: Difference between revisions

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Including the stereoisomers, six further isomers could be added: <small>D</small>-leucine, <small>D</small>-isoleucine, <small>L</small>-''allo''-isoleucine, <small>D</small>-''allo''-isoleucine, <small>D</small>-''tert''-leucine and <small>D</small>-norleucine.
Including the stereoisomers, six further isomers could be added: <small>D</small>-leucine, <small>D</small>-isoleucine, <small>L</small>-''allo''-isoleucine, <small>D</small>-''allo''-isoleucine, <small>D</small>-''tert''-leucine and <small>D</small>-norleucine.


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


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Revision as of 09:44, 28 August 2013

The leucines are primarily the four isomeric amino acids: leucine, isoleucine, tert-leucine and norleucine. 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.

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

Cycloleucine could be classified as a cyclic derivate 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.

Leucines
Name L-Leucine L-Isoleucine L-tert-Leucine (Terleucine) L-Norleucine Cycloleucine
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
1-Amino-cyclopentane-1-carboxylic acid
 
Structure
CAS-number 61-90-5 73-32-5 20859-02-3 327-57-1 52-52-8
PubChem CID 6106 from PubChem CID 791 from PubChem CID 164608 from PubChem CID 21236 from PubChem CID 2901 from PubChem
Molecular formula C6H13NO2 C6H11NO2
Molar mass 131.18 g/mol 129.16 g/mol