Hydrophobic monofunctionalized cucurbit[7]uril undergoes self-inclusion complexation and forms vesicle-type assemblies

被引：28
作者：
Yu, Yang [1 ]
Li, Jie [1 ]
Zhang, Mingming [2 ]
Cao, Liping [1 ]
Isaacs, Lyle [2 ]
机构：
[1] NW Univ Xian, Coll Chem & Mat Sci, Key Lab Synthet & Nat Funct Mol Chem, Minist Educ, Xian 710069, Peoples R China
[2] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 18期
基金：
中国国家自然科学基金; 美国国家科学基金会;
关键词：
SUPRAMOLECULAR CHEMISTRY; IN-SITU; CUCURBITURIL; CONTAINERS; RECOGNITION; MOLECULES; FACILE; DERIVATIVES; SELECTIVITY; WATER;
D O I：
10.1039/c5cc00236b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Hydrophobic monofunctionalized cucurbit[7]uril derivatives (1 and 2) were synthesized by clicking CB[7]-azide with propargylated alkylamines. Compounds 1 and 2 form self-inclusion complexes that are transformed into vesicle-type assemblies by addition of guests (3-5) as confirmed by H-1 and DOSY NMR, SEM, TEM, and fluorescence spectroscopy.
引用
收藏
页码：3762 / 3765
页数：4
相关论文
共 72 条
[1]   Supramolecular Velcro for Reversible Underwater Adhesion [J].
Ahn, Youngjoo ;
Jang, Yoonjung ;
Selvapalam, Narayanan ;
Yun, Gyeongwon ;
Kim, Kimoon .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (11) :3140-3144
[2]   Supramolecular polymeric hydrogels [J].
Appel, Eric A. ;
del Barrio, Jesus ;
Loh, Xian Jun ;
Scherman, Oren A. .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (18) :6195-6214
[3]   Cucurbiturils: from synthesis to high-affinity binding and catalysis [J].
Assaf, Khaleel I. ;
Nau, Werner M. .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (02) :394-418
[4]   Cucurbit[7]uril.Guest Pair with an Attomolar Dissociation Constant [J].
Cao, Liping ;
Sekutor, Marina ;
Zavalij, Peter Y. ;
Mlinaric-Majerski, Kata ;
Glaser, Robert ;
Isaacs, Lyle .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (04) :988-993
[5]   Cucurbit[7]uril Containers for Targeted Delivery of Oxaliplatin to Cancer Cells [J].
Cao, Liping ;
Hettiarachchi, Gaya ;
Briken, Volker ;
Isaacs, Lyle .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (46) :12033-12037
[6]   Daisy Chain Assembly Formed from a Cucurbit[6]uril Derivative [J].
Cao, Liping ;
Isaacs, Lyle .
ORGANIC LETTERS, 2012, 14 (12) :3072-3075
[7]   Twisted Cucurbit[14]uril [J].
Cheng, Xiao-Jie ;
Liang, Li-Li ;
Chen, Kai ;
Ji, Ning-Ning ;
Xiao, Xin ;
Zhang, Jian-Xin ;
Zhang, Yun-Qian ;
Xue, Sai-Feng ;
Zhu, Qian-Jiang ;
Ni, Xin-Long ;
Tao, Zhu .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (28) :7252-7255
[8]   THE DESIGN OF MOLECULAR HOSTS, GUESTS, AND THEIR COMPLEXES (NOBEL LECTURE) [J].
CRAM, DJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (08) :1009-1020
[9]   Controlling factors in the synthesis of cucurbituril and its homologues [J].
Day, A ;
Arnold, AP ;
Blanch, RJ ;
Snushall, B .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) :8094-8100
[10]  
Day AI, 2002, ANGEW CHEM INT EDIT, V41, P275, DOI 10.1002/1521-3773(20020118)41:2<275::AID-ANIE275>3.0.CO
12345678