Shell-Sheddable, pH-Sensitive Supramolecular Nanoparticles Based on   Ortho Ester-Modified Cyclodextrin and Adamantyl PEG

doi:10.1021/bm500711c

CORC > 北京大学 > 化学与分子工程学院

	Shell-Sheddable, pH-Sensitive Supramolecular Nanoparticles Based on Ortho Ester-Modified Cyclodextrin and Adamantyl PEG
	Ji, Ran ; Cheng, Jing ; Yang, Ting ; Song, Cheng-Cheng ; Li, Lei ; Du, Fu-Sheng ; Li, Zi-Chen
刊名	biomacromolecules
	2014
关键词	SYSTEMIC GENE DELIVERY ACID-LABILE POLYMERS DRUG-DELIVERY BETA-CYCLODEXTRINS FACILE SYNTHESIS CANCER-THERAPY 2 HOMOPOLYMERS IN-VIVO COMPLEXES SIRNA
DOI	10.1021/bm500711c
英文摘要	We report a new type of pH-sensitive supramolecular aggregates which possess a programmable character of sequential dePEGylation and degradation. As a platform of designing and building multifunctional supramolecular nanoparticles, a family of 6-OH ortho ester-modified beta-cyclodextrin (beta-CD) derivatives have been synthesized via the facile reaction between beta-CD and cyclic ketene acetals with different alkyl lengths. These asymmetric acid-labile beta-CD derivatives formed amphiphilic supramolecules with adamantane-modified PEG through host-guest interaction in polar solvents such as ethanol. The supramolecules can self-assemble in water to form acid-labile supramolecular aggregates. The results of TEM and light scattering measurements demonstrate that the size and morphology of the aggregates are influenced by the alkyl or PEG length and the host-guest feed ratio. By carefully balancing the alkyl and PEG lengths and adjusting the host-guest ratio, well-dispersed vesicles (50-100 nm) or sphere-like nanoparticles (200-500 nm) were obtained. Zeta potential measurements reveal that these supramolecular aggregates are capable of being surface-functionalized via dynamic host-guest interaction. The supramolecular aggregates were stable at pH 8.4 for at least 12 h as proven by the (1)H NMR and LLS measurements. However, rapid dePEGylation occurred at pH 7.4 due to the hydrolysis of the ortho ester linkages locating at the interface, which resulted in aggregation of the dePEGylated hydrophobic inner cores. Upon further decreasing the pH to 6.4, the hydrophobic cores were further degraded due to the acid-accelerated hydrolysis of the ortho esters. The incubation stability of the acid-labile supramolecular aggregates in neutral buffer could be improved by incorporating hydrophobic poly(e-caprolactone) into the core of the aggregates.; http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000343026600007&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=8e1609b174ce4e31116a60747a720701 ; Biochemistry & Molecular Biology; Chemistry, Organic; Polymer Science; SCI(E); EI; PubMed; 12; ARTICLE; fsdu@pku.edu.cn; zcli@pku.edu.cn; 10; 3531-3539; 15
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/149686]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Ji, Ran,Cheng, Jing,Yang, Ting,et al. Shell-Sheddable, pH-Sensitive Supramolecular Nanoparticles Based on Ortho Ester-Modified Cyclodextrin and Adamantyl PEG[J]. biomacromolecules,2014.
APA	Ji, Ran.,Cheng, Jing.,Yang, Ting.,Song, Cheng-Cheng.,Li, Lei.,...&Li, Zi-Chen.(2014).Shell-Sheddable, pH-Sensitive Supramolecular Nanoparticles Based on Ortho Ester-Modified Cyclodextrin and Adamantyl PEG.biomacromolecules.
MLA	Ji, Ran,et al."Shell-Sheddable, pH-Sensitive Supramolecular Nanoparticles Based on Ortho Ester-Modified Cyclodextrin and Adamantyl PEG".biomacromolecules (2014).