Organic nanotube having hydrophobized inner surface, and encapsulated medicinal agent prepared using the nanotube

Abstract

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 Zand Zare 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.