Synthesis of regioselectively protected forms of cytidine based on enzyme-catalyzed deacetylation as the key step

Atsuhito Kuboki, Takashi Ishihara, Eiko Kobayashi, Hiromichi Ohta, Takeshi Ishii, Ayumu Inoue, Satoshi Mitsuda, Tatsuo Miyazaki, Yasuhiro Kajihara, Takeshi Sugai

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

N4-Acetylcytidine (77%) and 2′,3′-O, N4-triacetylcytidine (95%) were obtained from the hydrolysis of a common precursor, the peracetylated form of cytidine with Aspergillus niger lipase (Amano A) and Burkholderia cepacia esterase (SC esterase S), respectively, under very mild conditions. The experimental procedure for the conversion of triacetylcytidine to a corresponding phosphoramidite (82%), an intermediate for sugar nucleotide synthesis, is also elaborated.

Original languageEnglish
Pages (from-to)363-368
Number of pages6
JournalBioscience, Biotechnology and Biochemistry
Volume64
Issue number2
Publication statusPublished - 2000 Feb

Fingerprint

cytidine
Cytidine
Esterases
esterases
Enzymes
Burkholderia cepacia
synthesis
Aspergillus niger
Aspergillus
Lipases
Nucleotides
enzymes
Lipase
Sugars
Hydrolysis
hydrolysis
nucleotides
sugars
N-acetylcytidine
phosphoramidite

Keywords

  • Cytidine
  • Esterase
  • Lipase
  • Phosphorylation
  • Selective deacetylation

ASJC Scopus subject areas

  • Food Science
  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry
  • Biotechnology
  • Chemistry (miscellaneous)
  • Applied Microbiology and Biotechnology
  • Bioengineering

Cite this

Synthesis of regioselectively protected forms of cytidine based on enzyme-catalyzed deacetylation as the key step. / Kuboki, Atsuhito; Ishihara, Takashi; Kobayashi, Eiko; Ohta, Hiromichi; Ishii, Takeshi; Inoue, Ayumu; Mitsuda, Satoshi; Miyazaki, Tatsuo; Kajihara, Yasuhiro; Sugai, Takeshi.

In: Bioscience, Biotechnology and Biochemistry, Vol. 64, No. 2, 02.2000, p. 363-368.

Research output: Contribution to journalArticle

Kuboki, A, Ishihara, T, Kobayashi, E, Ohta, H, Ishii, T, Inoue, A, Mitsuda, S, Miyazaki, T, Kajihara, Y & Sugai, T 2000, 'Synthesis of regioselectively protected forms of cytidine based on enzyme-catalyzed deacetylation as the key step', Bioscience, Biotechnology and Biochemistry, vol. 64, no. 2, pp. 363-368.
Kuboki, Atsuhito ; Ishihara, Takashi ; Kobayashi, Eiko ; Ohta, Hiromichi ; Ishii, Takeshi ; Inoue, Ayumu ; Mitsuda, Satoshi ; Miyazaki, Tatsuo ; Kajihara, Yasuhiro ; Sugai, Takeshi. / Synthesis of regioselectively protected forms of cytidine based on enzyme-catalyzed deacetylation as the key step. In: Bioscience, Biotechnology and Biochemistry. 2000 ; Vol. 64, No. 2. pp. 363-368.
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