Hojun Tachibana
Okayama University
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Publication
Featured researches published by Hojun Tachibana.
Journal of Molecular Catalysis B-enzymatic | 1998
Takehiko Ohtani; Hiroki Nakatsukasa; Makoto Kamezawa; Hojun Tachibana; Yoshinobu Naoshima
Abstract Candida antarctica lipase (Novozym 435) showed good to high enantioselectivity in the acylation of aliphatic and aromatic secondary alcohols ( E = 38−166), and higher enantioselectivity in the hydrolysis of their corresponding acetates than other lipases tested, including lipases AY and MY ( Candida sp.) and lipases PS, AK and LIP ( Pseudomonas sp.).
Journal of The Chemical Society-perkin Transactions 1 | 1995
Yoshihiko Akakabe; Mirai Takahashi; Makoto Kamezawa; Keiichi Kikuchi; Hojun Tachibana; Takehiko Ohtani; Yoshinobu Naoshima
The ability of immobilized cells of Daucus carota to reduce enantioselectively organic foreign substrates has been examined. The immobilized plant cells reduced, with excellent enantioselectivity, prochiral ketone substrates such as keto esters, aromatic ketones and heterocyclic aromatic ketones, leading to the corresponding chiral secondary alcohols with an enantiomeric purity of 52–99% ee in a chemical yield of 30–63%.
Journal of The Chemical Society-perkin Transactions 1 | 1993
Yoshinobu Naoshima; Makoto Kamezawa; Hojun Tachibana; Yoshihito Munakata; Tomoki Fujita; Kohei Kihara; Takao Raku
Pseudomonas cepacia lipase-catalysed hydrolysis of the acetates of racemic alkan-2- and -3-ols was carried out in the presence of organic media. Good to high enantioselectivity was observed in an acetone–water solvent system, the system leading to (R)-alcohols of 80–96% ee. Enantioselectivity can be affected by the presence of the double bond in the unsaturated acetate prepared from an alkenol. The increased enantioselectivity observed for an acetone–water reaction system was utilized in the synthesis of optically active natural products possessing alkan-2-ol skeletons, such as (2R,6R,10R)-6,10,14-trimethylpentadecan-2-ol, the natural form of the sex pheromone of Corcyra cephalonica, and (R)-sulcatol, an aggregation pheromone of ambrosia beetles.
Journal of Chemical Ecology | 1994
Makoto Kamezawa; Hojun Tachibana; Takehiko Ohtani; Yoshinobu Naoshima
The two chiral pheromone acetates, (S)-2-tridecanyl acetate and (S)-2-pentadecanyl acetate, were synthesized with an enantiomeric excess (e.e.) of almost 100% byPseudomonas cepacia lipase-catalyzed hydrolysis of their corresponding racemic acetates in an acetone-water solvent system.
Journal of The Chemical Society-perkin Transactions 1 | 1999
Kiyoshi Morishita; Makoto Kamezawa; Takehiko Ohtani; Hojun Tachibana; Mayumi Kawase; Midori Kishimoto; Yoshinobu Naoshima
The (4E,15Z)- and (4E,15E)-isomers of (+)-docosa-4,15-dien-1-yn-3-ol 1, isolated from the marine sponge Cribrochalina vasculum, were synthesized in highly enantiomerically pure form by lipase-mediated biotransformation with Novozym 435, and the structure of 1 from the natural product was proved to be (4E,15Z)-docosa-4,15-dien-1-yn-3-ol 1Z. The absolute configuration of C-3 in compound (+)-1Z was assigned as S on the basis of the conversion of (+)-1Z into (R)-(–)-docosan-3-ol 17, which was also prepared from oct-7-en-3-ol 12 via biotransformation with lipase Novozym.
Journal of The Chemical Society-perkin Transactions 1 | 1996
Takehiko Ohtani; Keiichi Kikuchi; Makoto Kamezawa; Hideaki Hamatani; Hojun Tachibana; Tetsuzo Totani; Yoshinobu Naoshima
An acetylenic alcohol, (+)-(4E, 15E)-docosa-4,15-dien-1-yn-3-ol 1, isolated from the marine sponge Cribrochalina vasculum, was synthesized in highly enantiomerically pure form by lipase-catalysed transesterification with Novozym 435 (Candida antarctica).
Bulletin of the Chemical Society of Japan | 1990
Yoshinobu Naoshima; Akihiro Nakamura; Yoshihito Munakata; Makoto Kamezawa; Hojun Tachibana
Bioscience, Biotechnology, and Biochemistry | 1995
Makoto Kamezawa; Takao Raku; Hojun Tachibana; Takehiko Ohtani; Yoshinobu Naoshima
Bioscience, Biotechnology, and Biochemistry | 1994
Makoto Kamezawa; Takao Raku; Hojun Tachibana; Takehiko Ohtani; Yoshinobu Naoshima
Journal of The Chemical Society, Chemical Communications | 1990
Yoshinobu Naoshima; Jusei Maeda; Yoshihito Munakata; Tadashi Nishiyama; Makoto Kamezawa; Hojun Tachibana