Isolation on trehalamine, the aglycon of trehazolin, from microbial broths and characterization of trehazolin related compounds.
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- ANDO OSAMU
- Fermentation Research Laboratories, Sankyo Co., Ltd.
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- NAKAJIMA MUTSUO
- Fermentation Research Laboratories, Sankyo Co., Ltd.
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- HAMANO KIYOSHI
- Fermentation Research Laboratories, Sankyo Co., Ltd.
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- ITOI KAZUKO
- Fermentation Research Laboratories, Sankyo Co., Ltd.
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- TAKAHASHI SHUJI
- Fermentation Research Laboratories, Sankyo Co., Ltd.
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- TAKAMATSU YASUYUKI
- Fermentation Research Laboratories, Sankyo Co., Ltd.
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- SATO AKIRA
- Fermentation Research Laboratories, Sankyo Co., Ltd.
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- ENOKITA RYUZO
- Tsukuba Research Laboratories, Sankyo Co., Ltd.
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- OKAZAKI TAKAO
- Tsukuba Research Laboratories, Sankyo Co., Ltd.
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- HARUYAMA HIDEYUKI
- Analytical and Metabolic Research Laboratories, Sankyo Co., Ltd.
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- KINOSHITA TAKESHI
- Analytical and Metabolic Research Laboratories, Sankyo Co., Ltd.
抄録
Trehalamine, (3aR, 4R, 5S, 6S, 6aS)-2-amino-4-(hydroxymethyl)-3a, 5, 6, 6a-tetrahydro-4H-cyclopent[d]oxazole-4, 5, 6-triol (1) and D-glucose were obtained by acid hydrolysis of trehazolin (3), a trehalase inhibitor produced by actinomycetes. More vigorous hydrolytic treatment of trehazolin afforded an aminocyclitol, (1R, 2S, 3R, 4S, 5R)-5-ammo-l-(hydroxymethyl)cyclopentane-1, 2, 3, 4-tetraol (2). Trehalamine, the aglycon of trehazolin, was also found in the culture broths of two trehazolin producing strains, Micromonospora sp. SANK 62390 and Amycolatopsis sp. SANK 60791. These trehazolin related compounds trehalamine (1) and 2 were poor inhibitors of trehalase (1; IC50 1.8 × 10-4 M, 2; > 5.0 × 10-4 M). On the other hand they inhibited more potently rat intestinal sucrase (1; IC50 6.8 × 10-5M) and sweet almond β-glucosidase (2; IC50 5.6× 10-6M) than trehazolin.
収録刊行物
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- The Journal of Antibiotics
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The Journal of Antibiotics 46 (7), 1116-1125, 1993
公益財団法人 日本感染症医薬品協会