機能性カルボン酸誘導体の微生物分解と生産に関する生化学的研究

京都大学0048新制・論文博士博士(農学)乙第12750号論農博第2779号新制||農||1014(附属図書館)学位論文||H25||N4777(農学部図書室)30563(主査)教授 村田 幸作, 教授 井上 國世, 教授 入江 一浩学位規則第4条第2項該当Doctor of Agricultural ScienceKyoto UniversityDA

Crystal structure of 2-bromo-1,4-dihydroxy-9,10-anthraquinone

In an attempt to brominate 1,4-dipropoxy-9,10-anthraquinone, a mixture of products, including the title compound, C14H7BrO4, was obtained. The molecule is essentially planar (r.m.s. deviation = 0.029 Å) and two intramolecular O—H...O hydrogen bonds occur. In the crystal, the molecules are linked by weak C—H...O hydrogen bonds, Br...O contacts [3.240 (5) Å], and π–π stacking interactions [shortest centroid–centroid separation = 3.562 (4) Å], generating a three-dimensional network

4-(3-Bromopropyloxy)-1-hydroxy-9,10-anthraquinone

In the molecule of the title compound, C17H13BrO4, the anthraquinone ring system is slightly bent, with a dihedral angle of 169.99 (7)° between the planes of the two benzene rings. The side chain (O—C—C—C—Br) has a gauche–gauche conformation, as indicated by the O—C—C—C and C—C—C—Br torsion angles of −66.9 (2) and −65.8 (2)°, respectively. In addition, there is an intramolecular O—H...O hydrogen bond enclosing an S(6) ring motif. The hydrogen-bond donor is bifurcated; in the crystal, a pair of O—H...O hydrogen bonds connects two molecules, forming an inversion dimer with an R22(12) ring motif

Crystal structure of 1,4-diethoxy-9,10-anthraquinone

The asymmetric unit of the title compound, C18H16O4, contains two crystallographically independent molecules. The anthraquinone ring systems are slightly bent with dihedral angles of 2.33 (8) and 13.31 (9)° between the two terminal benzene rings. In the crystal, the two independent molecules adopt slipped-parallel π-overlap with an average interplanar distance of 3.45 Å, forming a dimer; the centroid–centroid distances of the π–π interactions are 3.6659 (15)–3.8987 (15) Å. The molecules are also linked by C—H...O interactions, forming a tape structure along the a-axis direction. The crystal packing is characterized by a dimer-herringbone pattern

Isolation and spectral characterization of thermally generated multi-<i>Z</i>-isomers of lycopene and the theoretically preferred pathway to di-<i>Z</i>-isomers

<p>Lycopene has a large number of geometric isomers caused by <i>E</i>/<i>Z</i> isomerization at arbitrary sites within the 11 conjugated double bonds, offering varying characteristics related to features such as antioxidant capacity and bioavailability. However, the geometric structures of only a few lycopene <i>Z</i>-isomers have been thoroughly identified from natural sources. In this study, seven multi-<i>Z</i>-isomers of lycopene, (9<i>Z</i>,13′<i>Z</i>)-, (5<i>Z</i>,13<i>Z</i>,9′<i>Z</i>)-, (9<i>Z</i>,9′<i>Z</i>)-, (5<i>Z</i>,13′<i>Z</i>)-, (5<i>Z</i>,9′<i>Z</i>)-, (5<i>Z</i>,9<i>Z</i>,5′<i>Z</i>)-, and (5<i>Z</i>,9<i>Z</i>)-lycopene, were obtained from tomato samples by thermal isomerization, and then isolated by elaborate chromatography, and fully assigned using proton nuclear magnetic resonance. Moreover, the theoretically preferred pathway from (all-<i>E</i>)-lycopene to di-<i>Z</i>-isomers was examined with a computational approach using a Gaussian program. Fine-tuning of the HPLC separation conditions led to the discovery of novel multi-<i>Z</i>-isomers, and whose formation was supported by advanced theoretical calculations.</p> <p>Isolation and characterization of novel (multi-<i>Z</i>)-lycopene, and a possible potential energy diagram for the formation to the isomer.</p