Syntheses of 1-O-[5-(carboxy)pentanoyl]-2-deoxy-2-(2,2- difluorotetradecanamido)-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-4- O- phosphono-alpha-D-glucopyranose and its analogues.

Article abstract of DOI:10.1271/bbb.59.501

1-O-[5-(Carboxy)pentanoyl]-2-deoxy-2-(2,2-difluorotetradecanamido) -3-O- [(R)-3-(tetradecanoyl-oxy)tetradecanoyl]-4-O-phosphono-alpha-D-glucop yranos e (13) and its analogues (16 and 19) were synthesized. Compound 13 showed strong LPS-agonistic activity.

Full text of DOI:10.1271/bbb.59.501

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Syntheses of 1-O-([5-Carboxy)pentanoyl]-2-
deoxy-2-(2,2-difluorotetradecanamido)-3-O-[(R)-3-
(tetradecanoyloxy)tetradecanoyl]-4-O-phosphono-α-
D-glucopyranose and Its Analogues
Masao Shiozakia, Hideki Miyazakia, Masami Araia, Tetsuo Hiraokaa, Shin-ichi Kurakataab,
Tohoru Tatsutaab, Junko Ogawaab, Masahiro Nishijimaac & Yuzuru Akamatsuac
a Exploratory Chemistry Research Laboratories, Sankyo Co., Ltd., Hiromachi 1–2–58,
Shinagawa-ku, Tokyo 140, Japan
b Biological Research Laboratories, Sankyo Co., Ltd., Hiromachi 1–2–58, Shinagawa-ku,
Tokyo 140, Japan
c Department of Biochemistry and Cell Biology, National Institute of Health, Toyama
1–23–1, Shinjuku-ku, Tokyo 162, Japan
Published online: 12 Jun 2014.
To cite this article: Masao Shiozaki, Hideki Miyazaki, Masami Arai, Tetsuo Hiraoka, Shin-ichi Kurakata, Tohoru Tatsuta,
Junko Ogawa, Masahiro Nishijima & Yuzuru Akamatsu (1995) Syntheses of 1-O-([5-Carboxy)pentanoyl]-2-deoxy-2-(2,2-
difluorotetradecanamido)-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-4-O-phosphono-α-D-glucopyranose and Its
Analogues, Bioscience, Biotechnology, and Biochemistry, 59:3, 501-506, DOI: 10.1271/bbb.59.501
To link to this article: http://dx.doi.org/10.1271/bbb.59.501
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