TY - JOUR
T1 - Chemo-enzymatic synthesis of a calcitonin derivative containing a high- mannose type oligosaccharide by endo-β-N-acetylglucosaminidase from Arthrobacter protophormiae
AU - Yamamoto, Keizo
AU - Haneda, Katsuji
AU - Iguchi, Reiko
AU - Inazu, Toshiyuki
AU - Mizuno, Mamoru
AU - Takegawa, Kaoru
AU - Kondo, Akihiko
AU - Kato, Ikunoshin
PY - 1999
Y1 - 1999
N2 - 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.
AB - 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.
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U2 - 10.1016/S1389-1723(99)89008-2
DO - 10.1016/S1389-1723(99)89008-2
M3 - Article
C2 - 16232446
AN - SCOPUS:0032964355
SN - 1389-1723
VL - 87
SP - 175
EP - 179
JO - Journal of Bioscience and Bioengineering
JF - Journal of Bioscience and Bioengineering
IS - 2
ER -