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81.
82.
Eiki Nagano Takayuki Oritani Kyohei Yamashita 《Bioscience, biotechnology, and biochemistry》2013,77(9):2095-2098
Methyl 6′, 6′-didemethyl abscisate (5) was synthesized and assayed to elucidate the physiological activity of methyl substituents on the cyclohexene ring of abscisic acid (ABA). During this study two new chiral stereoisomeric analogs 6 and 7 were synthesized from l-and d-carvone. The rice seedling assay and germination assay of garden radish showed that 6′-methyl groups of ABA were not important in biological activity and that 5′-isopropenyl analogs 6 and 7 were inactive. 相似文献
83.
Purified glycerol oxidase from Aspergillus japonicus AT 008 was homogeneous by ultracentrifugation and acrylamide gel electrophoresis. The molecular weight was determined to be 400,000 by sedimentation equilibrium, and the isoelectric point was found to be 4.9 by isoelectric focusing. The enzyme showed spectral characteristics of a heme protein. The reduced form possessed absorption maxima at 557 and 430 nm and the oxidized one at 557, 530, 420, 280, and 238 nm. The heme in the enzyme was identified as protoheme IX (one mol per mol of enzyme protein).Glycerol was the best substrate for the enzyme, and the Km value for glycerol was determined to be 10.4 mm. Dihydroxyacetone was oxidized at 59% of that for glycerol, but glycerol 3-phosphate, dihydroxyacetone phosphate, methanol, and ethanol were not oxidized at all. The enzyme had an optimal pH at 7.0 with glycerol as substrate, and the enzymatic activity increased by treatment in alkaline pH. The enzyme was also activated by addition of several divalent metal ions including Zn2+, Ni2+, and Mg2+. 相似文献
84.
Takayuki Oritani Sachio Kudo Kyohei Yamashita 《Bioscience, biotechnology, and biochemistry》2013,77(3):757-760
Asymmetric hydrolysis of acetate (10) of (±)-t-2,t-4-dimethyl-r-l-cyclohexanol with Bacillus subtilis var. niger gave (?)-(lS,2S,4S)-2,4-dimethyl-l-cyclohexanol (6a) and (+)-(1R,2R,4R)-acetate (10b) with high optical purities. Optically pure (?) and (+)-alcohols (6a and 6b) were prepared via corresponding 3,5-dinitrobenzoates. Oxidation of alcohols (6a and 6b) with chromic acid gave optically pure (?)-(2S,4S) and (+)-(2R,4R)-2,4-dimethyl-l-cyclohexanones (2a and 2b), respectively. 相似文献
85.
Photosensitized oxygenation of dehydro-β-ionylidene-ethanol afforded 1′-hydroxy-4′keto-α-ionylidene-ethanol, which was oxidized with active MnO2 to give 1′-hydroxy-4′-keto-α-ionylidene-acetaldehyde. The Wittig reaction of α-ionylideneacetaldehyde with carbethoxymethylenetriphenylphosphorane or the phosphorane prepared from ethyl γ-bromosenecioate gave ethyl α-ionylidene-crotonate or ethyl α-ionylidenesenecioate. Vitamin A2 acid ethyl ester was converted to the hydroxy-keto-ester by photosensitized oxygenation. About the above synthesized compounds were examined growth inhibitory activities on rice seedlings. 相似文献
86.
Sachio Kudo Takayuki Oritani Kyohei Yamashita 《Bioscience, biotechnology, and biochemistry》2013,77(10):2919-2923
(2R*,4S*,6S*,αS*)- and (2R,4R,6R,αS)-Streptovitacin-C2 (STV-C2) (1a and 1b) were synthesized by an aldol condensation of (2R*,4S*)- or (2R,4R)-2,4-dimethyl-2-trimethylsiloxy-1-cyclohexanone (15a or 15b) with 4-(2-oxoethyl)-2,6-piperidinedione (16), which was followed by desilylation of the products. The stereochemistry of the synthesized STV-C2 isomers (1a and 1b) was elucidated by NMR. STV-C2 isomers (1a and 1b) did not show strong antimicrobial activity against Saccharomyces cerevisiae and Pyricularia oryzae. 相似文献
87.
So called ambreinolal (IV),* a component of ambergris, was first synthesized by CrO3 oxidation of ambreinolol (III)* which was obtained from ambreinolide (II) by reduction with LiAlH4. Ambreinolol (III) was converted to the C17-saturated oxide (VII) in a good yield through the monotosylate (VIII) by treatment with p-toluenesulfonyl chloride in pyridine.Ambrein (I), a major constituent of ambergris, was easily converted to ambrein-tetrahydropyranylether (II), of which thermal decomposition gave back ambrein (I). The tetrahydropyranylether (II) was oxidized to ambreinolal-tetrahydropyranylether (V) in two steps. Ambreinolal-tetrahydropyranylether (V) was synthesized from ambreinolol (VII) in four steps and converted to the C17-unsaturated oxide (VI) on heating. 相似文献
88.
Shunya Takahashi Takayuki Oritani Kyohei Yamashita 《Bioscience, biotechnology, and biochemistry》2013,77(10):2711-2718
The total synthesis of ( + )-methyI phaseate (2b) and its epimer (25) is described. The known β- ketoester (8), which was prepared from ( — )-/f-pinene (4), was converted to a key intermediate (5) via a 1, 4-dioxoester (7). The reaction of 5 with a lithium reagent of the acetylene TBDMS ether (6) in THF-HMPA at — 70°C afforded the desired acetylene alcohol (17) and its epimer (18) in high yields. 17 was transformed into ( + )-methyl phaseate (2b). From this synthetic work, the absolute configuration of natural ( — )-phaseic acid (2a) was confirmed. 相似文献
89.
Takayuki Aoyama Yasukazu Nakakita Masahira Nakagawa Heiichi Sakai 《Bioscience, biotechnology, and biochemistry》2013,77(9):2369-2371
Asymmetric hydrolysis of (dl)-1-acyloxy-2-halo-1-phenylethanes by lipoprotein lipase Amano P from Pseudomonas fluorescens and the lipase from Chromobacterium viscosum afforded the optically active (R) residual substrates and (S)-2-halo-1-hydroxy-1-phenylethanes in 100% enantiomeric excess (e.e.). The length of acyl residues from acetyl to octanoyl in the substrates did not influence the enantioselectivity.Both enantiomers of optically active styrene oxides were synthesized from the enzymatic products. 相似文献
90.
Paknisa Sirimontree Natchanok Sritho Yuka Kanda Shoko Shinya Takayuki Ohnuma 《Bioscience, biotechnology, and biochemistry》2013,77(12):2014-2021
Enhancing the transglycosylation (TG) activity of glycoside hydrolases does not always result in the production of oligosaccharides with longer chains, because the TG products are often decomposed into shorter oligosaccharides. Here, we investigated the mutation strategies for obtaining chitooligosaccharides with longer chains by means of TG reaction catalyzed by family GH18 chitinase A from Vibrio harveyi (VhChiA). HPLC analysis of the TG products from incubation of chitooligosaccharide substrates, GlcNAcn, with several mutant VhChiAs suggested that mutant W570G (mutation of Trp570 to Gly) and mutant D392N (mutation of Asp392 to Asn) significantly enhanced TG activity, but the TG products were immediately hydrolyzed into shorter GlcNAcn. On the other hand, the TG products obtained from mutants D313A and D313N (mutations of Asp313 to Ala and Asn, respectively) were not further hydrolyzed, leading to the accumulation of oligosaccharides with longer chains. The data obtained from the mutant VhChiAs suggested that mutations of Asp313, the middle aspartic acid residue of the DxDxE catalytic motif, to Ala and Asn are most effective for obtaining chitooligosaccharides with longer chains. 相似文献