Synthesis of artificial glycoconjugate polymers carrying 6-O-phosphocholine α-D-glucopyranoside, biologically active segment of main cell membrane glycolipids of Mycoplasma fermentans

Article abstract of DOI:10.1080/07328309908544048

As carbohydrate probes to investigate the biological activity of novel phosphocholine-containing glycoglycerolipids of M. fermentans, artificial glycoconjugate polymers carrying 6-O-phosphocholine α-D-glucopyranoside were synthesized. The synthesis involved α-selective 1-O-p-nitrophenylation (pNP) of 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose in the presence of a Lewis acid followed by the introduction of a phosphocholine group at position O-6 by an amidite method. The pNP group was converted into a p-N-methacrylamidophenyl group for subsequent radical polymerization.

Full text of DOI:10.1080/07328309908544048

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Journal of Carbohydrate Chemistry
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Synthesis of Artificial
Glycoconjugate Polymers
Carrying 6-O-Phosphocholine α-D-
Glucopyranoside, Biologically Active
Segment of Main Cell Membrane
Glycolipids of Mycoplasma
Fermentas
Yoshihiro Nishida , Yusuke Takamori , Kazuhiro Matsuda ,
Hiroshi Ohrui , Takeshi Yamada & Kazukiyo Kobayashi
a Department of Molecular Design and Engineering , Graduate
School of Engineering, Nagoya University , Furo-cho, Chikusa-
ku, Nagoya 464-8603, Japan
b Virology and Glycobiology Division, National Cancer
Research Center Institute , Tsukiji 5-1-1, Chuo-ku, Tokyo
104-0045, Japan
Published online: 27 Feb 2008.
To cite this article: Yoshihiro Nishida , Yusuke Takamori , Kazuhiro Matsuda , Hiroshi Ohrui ,
Takeshi Yamada & Kazukiyo Kobayashi (1999) Synthesis of Artificial Glycoconjugate Polymers
Carrying 6-O-Phosphocholine α-D-Glucopyranoside, Biologically Active Segment of Main Cell
Membrane Glycolipids of Mycoplasma Fermentas , Journal of Carbohydrate Chemistry, 18:8,
985-997, DOI: 10.1080/07328309908544048
To link to this article: http://dx.doi.org/10.1080/07328309908544048
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