Crystal structures of heptakis(2,6-di-O-ethyl)cyclomaltoheptaose [heptakis(2,6-di-O-ethyl)-β-cyclodextrin]. Solvent-regulated helical assembly of macrocycles
作者： Kazuaki Harata , Humitoshi Hirayama , Kaneto Uekama
DOI: 10.1016/S0008-6215(00)00223-8
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摘要: Heptakis(2,6-di-O-ethyl)-beta-cyclodextrin (DE-beta-CD) was crystallized in two forms from hexane and 95% aqueous methanol, respectively: A form I crystal with the space group P2(1)2(1)2(1) a II P3(1). In both crystals, DE-beta-CD molecules are round shape intramolecular O-3-H...O-2 hydrogen bonds. crystal, arranged along twofold screw axis to helically extended polymeric chain by including 6-O-ethyl groups of adjacent molecule. One molecule disorder is located intermolecular channel a-axis. contrast, helical arrangement threefold axis. methanol one water included on O-6 side molecular cavity. The links ethoxy result suggests important role solvent formation molecules.
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sci-hub.se 参考文章(15)
Jean-Marie Lehn, JL Atwood, JED Davies, DD MacNicol, F Vögtle, Comprehensive Supramolecular Chemistry ,(1996)
Kaneto Uekama, Naoki Hirashima, Yasuhide Horiuchi, Fumitoshi Hirayama, Takanori Ijitsu, Masao Ueno, Ethylated β-Cyclodextrins as Hydrophobic Drug Carriers: Sustained Release of Diltiazem in the Rat Journal of Pharmaceutical Sciences. ,vol. 76, pp. 660- 661 ,(1987) , 10.1002/JPS.2600760816
Kazuaki Harata, C. Trinadha Rao, Josef Pitha, Crystal structure of 6-O-[(R)-2-hydroxypropyl]cyclomaltoheptaose and 6-O-[(S)-2-hydroxypropyl]cyclomaltoheptaose Carbohydrate Research. ,vol. 247, pp. 83- 98 ,(1993) , 10.1016/0008-6215(93)84243-Y
Dimitris Mentzafos, Aris Terzis, Antony W. Coleman, Colette de Rango, The crystal structure of 6I-(6-aminohexyl) amino-6I-deoxycyclomaltoheptaose Carbohydrate Research. ,vol. 282, pp. 125- 135 ,(1996) , 10.1016/0008-6215(95)00371-1
Thammarat Aree, Wolfram Saenger, Peter Leibnitz, Helga Hoier, Crystal structure of heptakis(2,6-di-O-methyl)-β-cyclodextrin dihydrate: a water molecule in an apolar cavity Carbohydrate Research. ,vol. 315, pp. 199- 205 ,(1999) , 10.1016/S0008-6215(99)00033-6
Kazuaki Harata, The Structure of the Cyclodextrin Complex. XXI. Crystal Structures of Heptakis(2,6-di-O-methyl)-β-cyclodextrin Complexes with p-Iodophenol and p-Nitrophenol Bulletin of the Chemical Society of Japan. ,vol. 61, pp. 1939- 1944 ,(1988) , 10.1246/BCSJ.61.1939
Thomas Steiner, Wolfram Saenger, Crystal structure of anhydrous heptakis-(2,6-di-O-methyl) cyclomaltoheptaose (dimethyl-β-cyclodextrin) Carbohydrate Research. ,vol. 275, pp. 73- 82 ,(1995) , 10.1016/0008-6215(95)00148-M
Yasuhide Horiuchi, Fumitoshi Hirayama, Kaneto Uekama, Slow-Release Characteristics of Diltiazem from Ethylated β-Cyclodextrin Complexes Journal of Pharmaceutical Sciences. ,vol. 79, pp. 128- 132 ,(1990) , 10.1002/JPS.2600790211
J. Szejtli, A. Lipták, I. Jodál, P. Fügedi, P. Nánási, A. Neszmélyi, Synthesis and 13C‐NMR Spectroscopy of Methylated beta‐Cyclodextrins Starch-starke. ,vol. 32, pp. 165- 169 ,(1980) , 10.1002/STAR.19800320506
Fumitoshi Hirayama, Naoki Hirashima, Kentaro Abe, Keneto Uekama, Takanori Ijitsu, Masao Ueno, Utilization of Diethyl-β-Cyclodextin as a Sustained-Release Carrier for Isosorbide Dinitrate Journal of Pharmaceutical Sciences. ,vol. 77, pp. 233- 236 ,(1988) , 10.1002/JPS.2600770310