Synthesis method for subcellular organelle target directional Chitosan oligosaccharide-aliphatic acid grafting matter

Abstract

The present invention provides chitosan oligosaccharide-fatty acid graft, which has a representative general structural formula: (see the right formula) wherein R is an alkyl chain, and the number of carbon chains is 12 to 22; n, x, y are degrees of polymerization; The molecular weight of chitosan oligosaccharide is 1-100kDa, and the degree of deacetylation is 70-100%. Part of the free amino groups on the chitosan oligosaccharide chain are substituted by alkyl groups, and the degree of substitution is 1-90%. By using the degradation product of chitosan, low molecular weight chitosan (chitooligosaccharide), to carry out alkylation modification, through the improvement of the synthesis method of alkylation modified chitosan oligosaccharide, synthesized chitosan oligosaccharide with special structure- Fatty acid grafts. The graft micelle formed by the graft is a particle carrier with excellent subcellular organelle targeting, which can be applied to the study of the target distribution of the carrier itself in each organelle in the cell; to explore the way and mechanism of macromolecular substances entering the cell ; Provide a theoretical and technical basis for developing the preparation of subcellular organelle-targeted drugs.

Description

technical field [0001] The invention belongs to a compound synthesis method, and relates to the preparation of chitooligosaccharide-fatty acid grafts, the preparation of polyhydrophobic inner chitooligosaccharide-fatty acid graft micelles and the graft micelles as nanoscale micellar particle carriers in life. applications in the scientific field. Background technique [0002] In recent years, polymer micelles have attracted extensive attention in the fields of pharmaceutical formulations, biomedicine and polymers. Polymer micelles are formed by self-polymerization of amphiphilic block or graft copolymers in aqueous media, and have a core-shell structure. Its hydrophobic segment constitutes the inner core of the micelle, and the hydrophilic segment forms the outer shell of the micelle. The hydrophobic core can provide a reservoir for insoluble drugs; the hydrophilic outer membrane maintains the stability of the micelles in an aqueous environment, and can be modified to achi...

AI Technical Summary

Problems solved by technology

Although microparticles, nanoparticles, and some hydrophobically modified chitosan polymer micelles prepared with chitosan as the basic material have been widely used in the research of drug carrier materials, due to the affinity of chitosan itself on the surface of the carrier Water-based structure, so the existing carrier based on chitosan is difficult to be taken up by cells, which ultimately affects the targeted therapeutic effect of the drug

At the same time, due to the disadvantages of chitosan's high molecular weight, high viscosity and insolubility under physiological pH conditions, it increases the difficulty of preparing chitosan microparticles and nanoparticles, and limits the application of hydrophobically modified chitosan micelles.

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