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    • 2. 发明授权
    • Asymmetrical bicipital lipid and tubular aggregate formed by using the same
    • 通过使用相同的形式形成不对称的脂质和管状聚集体
    • US06897326B2
    • 2005-05-24
    • US10475700
    • 2002-02-01
    • Mitsutoshi MasudaToshimi Shimizu
    • Mitsutoshi MasudaToshimi Shimizu
    • C07H5/04C07H13/06C07C231/00
    • C07H5/04
    • The present invention is a stable, nanometer scale micro-tubular aggregated material of an asymmetric double-headed lipid represented by the general formula R—NHCO—(CH2)n—COOH  (I) (in the formula, R represents an aldopyranose radical from which the terminal reducing hydroxyl group is excluded and n is from six to twenty). The external diameter of the micro-tubular aggregated material is 10-300 nm, and the length is 0.3-10 μm. The micro-tubular aggregated material can be manufactured by dispersing the asymmetric double-headed lipid described above in water at pH of two to eight, next heating to 80-100° C. to dissolve it and then gradually cooling the aqueous solution obtained.
    • 本发明是由通式<?in-line-formula description =“In-Line Formulas”end =“lead”→> R-(式2)所示的不对称双头脂质的稳定的纳米级微管聚集物, NHCO-(CH 2 CH 2)n -COOH(I)<βin-line-formula description =“In-line Formulas”end =“tail”?>(in 式中,R表示不具有末端还原羟基的醛吡喃基,n为6〜20)。 微管聚集材料的外径为10-300nm,长度为0.3-10μm。 微管状聚集体可以通过将上述不对称双头脂质分散在pH为2〜8的水中,接着加热至80-100℃,使其溶解,然后逐渐冷却所得水溶液。
    • 4. 发明授权
    • Method for the preparation of ultrafine fibrous assembly having twisted
morphology
    • 制备具有扭曲形态的超细纤维组合物的方法
    • US5705635A
    • 1998-01-06
    • US752437
    • 1996-11-14
    • Toshimi ShimizuMitsutoshi Masuda
    • Toshimi ShimizuMitsutoshi Masuda
    • C07H13/04C07H1/00C09K3/00C07H5/04
    • C07H1/00
    • When a saturated aqueous solution of a bolaform glycolipid represented by the general formula G--NH--CO--(CH.sub.2).sub.n --CO--NH--G, in which G is a residue derived from a D- or L-glucopyranose by excepting the reduced-terminal hydroxyl group and the subscript n is 10, 12 or 14, at a high temperature, e.g., 90 .degree. C. or higher, is cooled at a controlled rate of 0.5 .degree. C./minute or lower, crystallite growth of the precipitates proceeds to form an ultrafine fibrous assembly of up to several hundreds .mu.m length having a twisted fibrous morphology of right- or left-hand screw. The twisted fibrous assembly thus obtained has usefulness as a functional material in the field of fine chemicals and in the fields of electronic and information technologies.
    • 当由通式G-NH-CO-(CH2)n-CO-NH-G表示的bolaform糖脂的饱和水溶液,其中G是衍生自D-或L-吡喃葡萄糖的残基, 末端羟基和下标n为10,12或14,在高温例如90℃或更高温度下以0.5℃/分钟或更低的受控速率冷却,析出物的微晶生长进行 以形成长达数百μm长度的超细纤维组合物,其具有右旋或左旋螺杆的扭曲的纤维形态。 由此获得的扭曲纤维组合物作为精细化学品领域和电子和信息技术领域的功能材料是有用的。
    • 8. 发明授权
    • Organic nanotube having hydrophobized inner surface, and encapsulated medicinal agent prepared using the nanotube
    • 具有疏水化内表面的有机纳米管和使用纳米管制备的包封的药剂
    • US09018156B2
    • 2015-04-28
    • US14116182
    • 2012-03-30
    • Naohiro KametaWuxiao DingMitsutoshi MasudaHiroyuki MinamikawaMomoyo WadaToshimi Shimizu
    • Naohiro KametaWuxiao DingMitsutoshi MasudaHiroyuki MinamikawaMomoyo WadaToshimi Shimizu
    • A61K9/00B82Y40/00A61K47/48C07K1/113B82Y5/00B82Y30/00
    • A61K9/0092A61K47/6925B82Y5/00B82Y30/00B82Y40/00C07K1/1136
    • Provided is an organic nanotube having a hydrophobized inner surface, formed by molecules including an asymmetric bipolar lipid molecule represented by the following General Formula (1) and a derivative thereof represented by the following General Formula (2), wherein the organic nanotube has a hydrophilized outer surface and a hydrophobized inner surface of a hollow cylinder and is formed by binary self-assembly, the organic nanotube encapsulates a hydrophobic guest in the hollow cylinder, has a function of refolding a denatured protein, and has a function of sustainably-releasing a hydrophobic drug according to the change in hydrophobicity of the inner surface of the tube or external stimulus, In Formulas (1) and (2), wherein the same symbols have the same meanings, G is a 1-glucopyranosyl group or 2-glucopyranosyl group, and n is an integer of 12 to 22. Particularly, an asymmetric bipolar lipid molecule and an ester thereof respectively represented by general formulae (1) and (2) wherein n is an integer of 18 to 22, both of Z1 and Z2 are single bonds, Y is Gly, m(s) is the same or different integer of 3 to 6, X is OH, and R is a methoxy group, an ethoxy group, or a benzyloxy group are novel substances, and can form a carboxylic acid based asymmetric nanotube by single component self-assembly or binary self-assembly.
    • 本发明提供一种具有疏水化内表面的有机纳米管,其由包含由以下通式(1)表示的不对称双相脂质分子及其通式(2)所示的衍生物的分子形成,其中有机纳米管具有亲水化 外表面和中空圆筒的疏水化内表面,并且通过二元自组装形成,有机纳米管在中空圆柱体中包封疏水性客体,具有重折叠变性蛋白质的功能,并且具有可持续释放的功能 根据管内表面或外部刺激物的疏水性变化的疏水性药物,在式(1)和(2)中,其中相同的符号具有相同的含义,G是1-吡喃葡萄糖基或2-吡喃葡萄糖基 ,n为12〜22的整数。特别地,分别由通式(1)和(2)表示的不对称双相脂质分子及其酯 erein n为18〜22的整数,Z1和Z2均为单键,Y为Gly,m(s)为3〜6的相同或不同的整数,X为OH,R为甲氧基, 乙氧基或苄氧基是新物质,可以通过单组分自组装或二元自组装形成羧酸类不对称纳米管。