Viva Origino
Online ISSN : 1346-6933
Print ISSN : 0910-4003
49 巻, 3 号
  • 胸組 虎胤
    2021 年 49 巻 3 号 p. 11-
    発行日: 2021年
    公開日: 2021/12/18
    ジャーナル フリー

      While the homochirality of proteinogenic amino acids has been discussed for many years, the chemical evolutionary pathway of homochiral amino acids remains controversial. The complementation of homochirality in alanine (H2N-CαH(-R)-COOH, -R: -CαH2-H) provides a simple explanation of the chemical evolutionary pathway of homochiral amino acids. If the conventional side chain (-R: -CαH2-R') concept on the α-carbon is switched to a new side chain concept (-R') on the β-carbon (-CH2) of L-alanine, a chemical evolutionary tree starting at proteinogenic L-alanine could be set up. In the conventionally proposed amino acid formation reactions, such as Strecker synthesis and Michael reaction, it is difficult to control the stereochemistry of all the amino acids, because these reactions include new chirality-formation steps that depend on the size of the newly formed side chain (-R'). This research proposes a reasonable and simple evolutionary scenario to homochirality in proteinogenic amino acids starting at L-alanine.