Thermally driven asymmetric domino reaction catalyzed by a thermostable esterase and its variants

Reina Wada, Takashi Kumon, Robert Kourist, Hiromichi Ohta, Daisuke Uemura, Shosuke Yoshida, Kenji Miyamoto

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

We have developed a thermally driven domino reaction for the synthesis of (S)-a-arylpropionates (profens) using a thermostable esterase from Sulfolobus tokodaii strain 7. Stereoselectivity was improved considerably by engineering of the active site. Stereoselective decarboxylation at the active site of an esterase is a new reaction for the synthesis of optically active carboxylic acids. Crown Copyright.

Original languageEnglish
Pages (from-to)1921-1923
Number of pages3
JournalTetrahedron Letters
Volume54
Issue number15
DOIs
Publication statusPublished - 2013 Apr 10

Fingerprint

Esterases
Catalytic Domain
Sulfolobus
Stereoselectivity
Decarboxylation
Carboxylic Acids
Crowns

Keywords

  • A-Arylpropionates
  • Active site
  • Domino reaction
  • Thermal spontaneous decarboxylation
  • Thermostable esterase

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Thermally driven asymmetric domino reaction catalyzed by a thermostable esterase and its variants. / Wada, Reina; Kumon, Takashi; Kourist, Robert; Ohta, Hiromichi; Uemura, Daisuke; Yoshida, Shosuke; Miyamoto, Kenji.

In: Tetrahedron Letters, Vol. 54, No. 15, 10.04.2013, p. 1921-1923.

Research output: Contribution to journalArticle

Wada, Reina ; Kumon, Takashi ; Kourist, Robert ; Ohta, Hiromichi ; Uemura, Daisuke ; Yoshida, Shosuke ; Miyamoto, Kenji. / Thermally driven asymmetric domino reaction catalyzed by a thermostable esterase and its variants. In: Tetrahedron Letters. 2013 ; Vol. 54, No. 15. pp. 1921-1923.
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