Photochemically Induced Folding of Single Chain Polymer Nanoparticles in Water

被引：70
作者：
Heiler, Carolin [1 ,2 ]
Offenloch, Janin T. [1 ,2 ]
Blasco, Eva [1 ,2 ]
Barner-Kowollik, Christopher [1 ,2 ,3 ]
机构：
[1] Karlsruhe Inst Technol KIT, Inst Tech Chem & Polymerchem, Preparat Macromol Chem, Engesserstr 18, D-76131 Karlsruhe, Germany
[2] Karlsruhe Inst Technol KIT, Inst Biol Grenzflachen, Hermann von Helmholtz Pl 1, D-76344 Eggenstein Leopoldshafen, Germany
[3] Queensland Univ Technol, Sch Chem Phys & Mech Engn, 2 George St, Brisbane, Qld 4000, Australia
来源：
ACS MACRO LETTERS | 2017年 / 6卷 / 01期
关键词：
COVALENT;
D O I：
10.1021/acsmacrolett.6b00858
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
We pioneer the synthesis of fluorescent single chain nanoparticles (SCNPs) via UV-light induced folding based on tetrazole chemistry directly in pure water. Water-soluble photoreactive precursor polymers based on poly(acrylic acid) (PAA) bearing tetrazole, alkene and tetraethylene glycol monomethyl ether moieties, (PAA(n) (Tet/p-Mal/TEG)), or simply tetrazoles moieties, PAA(n)(Tet), were generated via RAFT polymerization. While tetrazole, ene, and acrylic acid containing polymers fold via dual nitrile imine-mediated tetrazole-ene cycloaddition (NITEC) as well as nitrile imine carboxylic acid ligation (NICAL), tetrazole and acrylic acid only functional prepolymers fold exclusively via NICAL. A detailed study of the underpinning photochemistry of NITEC and NICAL is also included. The resulting water-soluble SCNPs were carefully characterized via analytical techniques such as NMR, UV-vis, and fluorescence spectroscopy, as well as SEC and DLS.
引用
收藏
页码：56 / 61
页数：6
相关论文
共 29 条
[1]   Single-Chain Folding of Synthetic Polymers: A Critical Update [J].
Altintas, Ozcan ;
Barner-Kowollik, Christopher .
MACROMOLECULAR RAPID COMMUNICATIONS, 2016, 37 (01) :29-46
[2]   A Mild and Efficient Approach to Functional Single-Chain Polymeric Nanoparticles via Photoinduced Diels-Alder Ligation [J].
Altintas, Ozcan ;
Willenbacher, Johannes ;
Wuest, Kilian N. R. ;
Oehlenschlaeger, Kim K. ;
Krolla-Sidenstein, Peter ;
Gliemann, Hartmut ;
Barner-Kowollik, Christopher .
MACROMOLECULES, 2013, 46 (20) :8092-8101
[3]   Single Chain Folding of Synthetic Polymers by Covalent and Non-Covalent Interactions: Current Status and Future Perspectives [J].
Altintas, Ozcan ;
Barner-Kowollik, Christopher .
MACROMOLECULAR RAPID COMMUNICATIONS, 2012, 33 (11) :958-971
[4]   Metastable single-chain polymer nanoparticles prepared by dynamic cross-linking with nor-seco-cucurbit[10]uril [J].
Appel, Eric A. ;
del Barrio, Jesus ;
Dyson, Joseph ;
Isaacs, Lyle ;
Scherman, Oren A. .
CHEMICAL SCIENCE, 2012, 3 (07) :2278-2281
[5]   Formation of Single-Chain Polymer Nanoparticles in Water through Host-Guest Interactions [J].
Appel, Eric A. ;
Dyson, Joseph ;
del Barrio, Jesus ;
Walsh, Zarah ;
Scherman, Oren A. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (17) :4185-4189
[6]   A Highly Efficient Single-Chain Metal Organic Nanoparticle Catalyst for Alkyne-Azide "Click" Reactions in Water and in Cells [J].
Bai, Yugang ;
Feng, Xinxin ;
Xing, Hang ;
Xu, Yanhua ;
Kim, Boo Kyung ;
Baig, Noman ;
Zhou, Tianhui ;
Gewirth, Andrew A. ;
Lu, Yi ;
Oldfield, Eric ;
Zimmerman, Steven C. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (35) :11077-11080
[7]   Practical synthesis of water-soluble organic nanoparticles with a single reactive group and a functional carrier scaffold [J].
Bai, Yugang ;
Xing, Hang ;
Vincil, Gretchen A. ;
Lee, Jennifer ;
Henderson, Essence J. ;
Lu, Yi ;
Lemcoff, N. Gabriel ;
Zimmerman, Steven C. .
CHEMICAL SCIENCE, 2014, 5 (07) :2862-2868
[8]   Functional Single-Chain Polymer Nanoparticles: Targeting and Imaging Pancreatic Tumors in Vivo [J].
Benito, Ana B. ;
Aiertza, Miren K. ;
Marradi, Marco ;
Gil-Iceta, Larraitz ;
Zahavi, Talia Shekhter ;
Szczupak, Boguslaw ;
Jimenez-Gonzalez, Maria ;
Reese, Torsten ;
Scanziani, Eugenio ;
Passoni, Lorena ;
Matteoli, Michela ;
De Maglie, Marcella ;
Orenstein, Arie ;
Oron-Herman, Mor ;
Kostenich, Gennady ;
Buzhansky, Ludmila ;
Gazit, Ehud ;
Grande, Hans-Jurgen ;
Gomez-Vallejo, Vanessa ;
Llop, Jordi ;
Loinaz, Iraida .
BIOMACROMOLECULES, 2016, 17 (10) :3213-3221
[9]   Designing π-Conjugated Polymeric Nano- and Microstructures via Light Induced Chemistry [J].
Blasco, Eva ;
Yameen, Basit ;
Quick, Alexander S. ;
Krolla-Sidenstein, Peter ;
Welle, Alexander ;
Wegener, Martin ;
Barner-Kowollik, Christopher .
MACROMOLECULES, 2015, 48 (24) :8718-8728
[10]   Stimuli-responsive single-chain polymeric nanoparticles towards the development of efficient drug delivery systems [J].
Cheng, Chih-Chia ;
Lee, Duu-Jong ;
Liao, Zhi-Sheng ;
Huang, Jyun-Jie .
POLYMER CHEMISTRY, 2016, 7 (40) :6164-6169
123