Site-Selective Lipase-Catalyzed Acylation and Deacylation in the Synthesis of Valuable Carbohydrates and Flavonoids From Naturally Abundant Starting Materials

Ryuji Tsunekawa, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai

Research output: Chapter in Book/Report/Conference proceedingChapter

1 Citation (Scopus)

Abstract

Achievements in site-selective transformations in the field of carbohydrate and flavonoid synthesis are presented in this chapter. In the examples, commercially available lipase-catalyzed acylation and deacylation are especially emphasized. Modification of rate and selectivity by protein engineering of the enzyme catalysts is not discussed in this chapter; instead, the above-mentioned catalytic reactions are elucidated based on reaction conditions such as the solvent and structures of the nucleophiles and substrates. Throughout this chapter, the importance of the choice of the synthetic precursors on the overall synthetic scheme under conditions where the acyl groups are utilized as protective groups is emphasized.

Original languageEnglish
Title of host publicationFuture Directions in Biocatalysis
Subtitle of host publicationSecond Edition
PublisherElsevier
Pages279-295
Number of pages17
ISBN (Print)9780444637437
DOIs
Publication statusPublished - 2017 Aug 15

Fingerprint

Acylation
Flavonoids
Nucleophiles
Catalyst selectivity
Lipases
Carbohydrates
Lipase
Enzymes
Proteins
Catalysts
Substrates

Keywords

  • Carbohydrate
  • Flavonoid
  • Lipase
  • Polyphenol
  • Protective group
  • Site-selective acylation
  • Site-selective deacylation

ASJC Scopus subject areas

  • Engineering(all)
  • Chemical Engineering(all)

Cite this

Site-Selective Lipase-Catalyzed Acylation and Deacylation in the Synthesis of Valuable Carbohydrates and Flavonoids From Naturally Abundant Starting Materials. / Tsunekawa, Ryuji; Hanaya, Kengo; Shoji, Mitsuru; Sugai, Takeshi.

Future Directions in Biocatalysis: Second Edition. Elsevier, 2017. p. 279-295.

Research output: Chapter in Book/Report/Conference proceedingChapter

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