Preparation of Disaccharide Peptides with Immunostimulation from Microbial Cell Walls
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概要
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Four kinds ofdisaccharide peptides were isolated from a hydrolysate ofL. plantarum cell walls by combined catalysis by M-l N-acetylmuramidase and AM3-endopeptidase, which were derived from the cultural broth of Stm. globisporus 1829. The chemical structures of these compounds were determined by enzymatic and chemical analyses to be β-N-acetylglucosaminyl-(1→)-N-acetyl-muramyl-L-alanyl-D-isoglutaminyl-(L)-meso-2, 6-diaminopimelic acid-(D)-amide (GMP3-A), β-N-acetylglucosaminyl-( 1 ^4)-A<SUP>-</SUP>acetylmuramyl-L-alanyl-D-isoglutaminyl-(L)-meso-2, 6-diaminopimelic acid-(D)-amide-(L)-D-alanine (GMP4-A), β-N-acetylglucosaminyl-(1→4)-Ar, 6-O-diacetyl muramyl-L-alanyl-D-isoglutaminyl-(L)-meso-2, 6-diaminopimelic acid-(D)-amide (GMP3-B) and <SUP>-</SUP>7V-acetylglucosaminyl-( l ->> 4)-7V, 6-O-diacetylmuramyl-L-alanyl-D-isoglutaminyl-(L)-meso-2, 6- diaminopimelic acid-(D)-amide-(L)-D-alanine (GMP4-B). GMP3-A and GMP4-A were obtained in 20 and 10% yields from alkali-treated cell walls of L. plantarum, respectively. These compounds were examined as to their pyrogenicity, and mitogenic and immunoadjuvant activities. The presence of an 0-acetyl group at C-6 of the N-acetylmuramic acid moiety did not contribute to enhancement of these immunobiological activities. The pyrogenicity of GMP4-A was much less than that of GMP3-A. The C-terminal D-amino acid of disaccharide peptides appeared to play an important role in the pyrogenicity.
- 社団法人 日本農芸化学会の論文
著者
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KOTANI Shozo
Department of Microbiology and Oral Microbiology, Osaka University Dental School
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TAKAHASHI Eiji
Research Alliance, University of Tsukuba
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YOKOGAWA Kanae
Research Laboratory, Dainippon Pharmaceutical Co., Ltd.
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Kawata Shigeo
Research Information Center Institute Of Plasma Physics Nagoya University
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KAWATA Shigeo
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.
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TAKASE Yoshiyuki
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.
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TAKEMURA Tadashi
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.
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TSUJIMOTO Masachika
Department of Microbiology and Oral Microbiology, Osaka University Dental School
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TAKEMURA Tadashi
Research Laboratories, Dainippon Pharmaceutical Co.
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YOKOGAWA Kanae
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.
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YOKOGAWA Kanae
Research Laboratories, Dainippon Pharmaceutical Co.
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TAKAHASHI Eiji
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.
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