Chemo-enzymatic synthesis of a calcitonin derivative containing a high- mannose type oligosaccharide by endo-β-N-acetylglucosaminidase from Arthrobacter protophormiae

Keizo Yamamoto, Katsuji Haneda, Reiko Iguchi, Toshiyuki Inazu, Mamoru Mizuno, Kaoru Takegawa, Akihiko Kondo, Ikunoshin Kato

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16 Citations (Scopus)

Abstract

Chemo-enzymatic addition of a high-mannose type oligosaccharide to eel calcitonin (CT), a calcium-regulating hormone, was examined. The endo-β-N- acetylglucosaminidase from Arthrobacter protophormiae (Endo-A) transglycosylated the Man6-GlcNAc moiety from an ovalbumin-derived high- mannose type glycosyl asparagine, Asn(Man6-GlcNAc2)-OH, to a calcitonin derivative, [Asn(GlcNAc)3)-CT, in which the N-acetyl-D-glucosamine (GlcNAc) is attached to the third L-asparagine (Asn) residue of the peptide, and a calcitonin derivative containing a high-mannose type oligosaccharide, [Asn(Man6-GlcNAc2)3]-CT, was synthesized. The optimal reaction conditions for the synthesis of [Asn(Man6-GlcNAc2)3]-CT from Asn(Man6-GlcNAc2)-OH and [Asn(GlcNAc)3]-CT catalyzed by Endo-A were examined. The transglycosylation yield relative to the concentration of the [Asn(GlcNAc)3- CT added was 32.7%, and 4.42 mg of [Asn(Man6-GlcNAc2)3]-CT was prepared.

Original languageEnglish
Pages (from-to)175-179
Number of pages5
JournalJournal of Bioscience and Bioengineering
Volume87
Issue number2
DOIs
Publication statusPublished - 1999
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Bioengineering
  • Applied Microbiology and Biotechnology

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