Pathway-dependent self-assembly of perylene diimide/peptide conjugates in aqueous medium

Chemistry : a European Journal
Yaron TidharBoris Rybtchinski

Abstract

Most molecular self-assembly strategies involve equilibrium systems, leading to a single thermodynamic product as a result of weak, reversible non-covalent interactions. Yet, strong non-covalent interactions may result in non-equilibrium self-assembly, in which structural diversity is achieved by forming several kinetic products based on a single covalent building block. We demonstrate that well-defined amphiphilic molecular systems based on perylene diimide/peptide conjugates exhibit kinetically controlled self-assembly in aqueous medium, enabling pathway-dependent assembly sequences, in which different organic nanostructures are evolved in a stepwise manner. The self-assembly process was characterized using UV/Vis circular dichroism (CD) spectroscopy, and cryogenic transmission electron microscopy (cryo-TEM). Our findings show that pathway-controlled self-assembly may significantly broaden the methodology of non-covalent synthesis.

References

Nov 23, 2000·Nature·L J PrinsD N Reinhoudt
Jul 10, 2001·Angewandte Chemie·Leonard J. PrinsPeter Timmerman
Mar 30, 2002·Science·Jean-Marie Lehn
Mar 30, 2002·Science·D N Reinhoudt, M Crego-Calama
Mar 30, 2002·Science·George M Whitesides, Bartosz Grzybowski
Jul 6, 2002·The Journal of Organic Chemistry·Leonard J PrinsDavid N Reinhoudt
Aug 10, 2002·Science·Dennis E Discher, Adi Eisenberg
Mar 20, 2003·Angewandte Chemie·Emmanuel A MeyerFrançois Diederich
Dec 25, 2003·Angewandte Chemie·Pascal JonkheijmE W Meijer
Feb 26, 2004·Journal of the American Chemical Society·Jovica D BadjićJ Fraser Stoddart
Jul 21, 2004·Chemical Communications : Chem Comm·Frank Würthner
Apr 14, 2005·Chemical Reviews·Toshimi ShimizuHiroyuki Minamikawa
Apr 14, 2005·Chemical Reviews·Freek J M HoebenAlbertus P H J Schenning
Sep 1, 2005·Journal of the American Chemical Society·Tomoya OshikiriAkira Harada
Oct 22, 2005·The Journal of Organic Chemistry·Ja-Hyoung RyuMyongsoo Lee
Jul 11, 2006·Science·Pascal JonkheijmE W Meijer
Jul 18, 2006·Advances in Colloid and Interface Science·N Dan, S A Safran
Oct 24, 2006·Chemical Society Reviews·Xiaojun Zhao, Shuguang Zhang
Oct 26, 2006·Journal of the American Chemical Society·Pritam MukhopadhyayLyle Isaacs
Mar 21, 2007·Angewandte Chemie·Gennady V OshovskyWillem Verboom
Apr 13, 2007·Philosophical Transactions. Series A, Mathematical, Physical, and Engineering Sciences·Liam C PalmerSamuel I Stupp
Aug 4, 2007·Science·Honggang CuiDarrin J Pochan
Dec 22, 2007·Chemical Reviews·Philip Ball
Feb 23, 2008·Chemical Communications : Chem Comm·Ja-Hyoung RyuMyongsoo Lee
Mar 7, 2008·Nature·Sébastien LadetAlain Domard
May 3, 2008·Science·Jeffrey S Moore, Mary L Kraft
Oct 22, 2008·Journal of the American Chemical Society·Jonathan BaramBoris Rybtchinski
Oct 8, 2009·Journal of the American Chemical Society·Elisha KriegBoris Rybtchinski
Mar 20, 2010·Science·Jacqui M A CarnallSijbren Otto
Jun 15, 2010·Nature Materials·Shuming ZhangSamuel I Stupp
Jun 18, 2010·Journal of the American Chemical Society·E Thomas Pashuck, Samuel I Stupp
Jun 24, 2010·Nature Chemistry·Bruce C Gibb
Jan 20, 2011·Journal of the American Chemical Society·Lior ZisermanDganit Danino
Apr 1, 2009·Nature Chemistry·J Fraser Stoddart

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Citations

Oct 9, 2013·Proceedings of the National Academy of Sciences of the United States of America·Peter A KorevaarE W Meijer
Aug 14, 2015·Chemical Reviews·Frank WürthnerDavid Schmidt
Dec 25, 2015·Journal of the American Chemical Society·Soichiro OgiFrank Würthner
Jan 5, 2016·Chemical Reviews·Elisha KriegBoris Rybtchinski
Oct 27, 2015·Journal of the American Chemical Society·Jamie S FosterGareth O Lloyd
Oct 16, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Mohammed DiranyLaurent Bouteiller
Dec 4, 2012·Current Opinion in Colloid & Interface Science·Christina J NewcombSamuel I Stupp
Aug 4, 2016·Langmuir : the ACS Journal of Surfaces and Colloids·Geraldine EchueCharl F J Faul
Jan 26, 2017·Chemistry : a European Journal·Mitsuaki YamauchiShiki Yagai
Mar 30, 2017·Chemical Society Reviews·Alessandro SorrentiThomas M Hermans
Mar 22, 2014·Journal of Lipid Research·Salil VarshneyAnil Nilkanth Gaikwad
Mar 1, 2016·Chemical Communications : Chem Comm·Jorge Leira-IglesiasThomas M Hermans
Aug 6, 2016·Chemical Communications : Chem Comm·Yun YanBen Zhong Tang
Oct 28, 2016·Chemical Communications : Chem Comm·Xavier CaumesLaurent Bouteiller
Apr 24, 2018·Chemistry : a European Journal·Masanori NakagawaShuichi Hiraoka
Jul 5, 2011·Chemistry : a European Journal·Elisha Krieg, Boris Rybtchinski
Nov 14, 2014·Chemistry : a European Journal·Elizaveta KossoyBoris Rybtchinski
Jul 22, 2014·Chemistry : a European Journal·Yaron TidharBoris Rybtchinski
Feb 18, 2015·Chemistry : a European Journal·Geraldine EchueCharl F J Faul
Mar 29, 2014·Chemistry : a European Journal·Vicent J NebotBeatriu Escuder
Mar 28, 2019·Chemistry : a European Journal·Soichiro OgiShigehiro Yamaguchi
Apr 5, 2019·Chemistry : a European Journal·Sisir DebnathRein V Ulijn
Jul 5, 2019·Angewandte Chemie·Jonas MaternGustavo Fernández
Dec 19, 2019·Angewandte Chemie·Ingo HelmersGustavo Fernández
May 21, 2015·Macromolecular Rapid Communications·Jurgen SchillLuc Brunsveld
May 11, 2012·Angewandte Chemie·Daniel GörlFrank Würthner
Sep 25, 2012·Chemistry : a European Journal·Changzhun ShaoFrank Würthner
Jul 6, 2012·Chemical Communications : Chem Comm·Joseph K GallaherJustin M Hodgkiss
May 16, 2014·Chemical Communications : Chem Comm·Denis IvnitskiGonen Ashkenasy
Jul 9, 2016·Angewandte Chemie·Denis IvnitskiNurit Ashkenasy
Sep 1, 2016·Nanotechnology·Melis Sardan EkizMustafa O Guler
Aug 22, 2017·Nanoscale·Jugal Kishore SahooRein V Ulijn
Jul 12, 2019·Beilstein Journal of Organic Chemistry·Xin ShenZhenhui Qi
Sep 13, 2012·Angewandte Chemie·M B AvinashT Govindaraju

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