title: Chiral cationic polyamines for chiral microcapsules and siRNA delivery.
abstract: Reported herein is the use of chiral cationic polyamines for two intriguing applications: fabrication of chiral covalently-linked microcapsules, and enantiospecific delivery of siRNA to Huh 7 cells. The microcapsules are easily fabricated from homochiral polymers, and the resulting architectures can be used for supramolecular chiral catalysis and many other potential applications. Enantiospecific delivery of siRNA to Huh 7 cells is seen by one 'enantiomer' of the polymers delivering siRNA with significantly improved transfection efficiency and reduced toxicity compared to the 'enantiomeric' polymer and commercially available transfection reagents. Taken together, the use of these easily accessible polyamine structures for diverse applications is highlighted in this Letter herein and can lead to numerous future research efforts.
authors.affiliation: Department of Chemistry, University of Rhode Island, 51 Lower College Road, Kingston, RI 02881, United States.
authors.forename: Justin
authors.initials: J
authors.lastname: Gharavi
authors.forename: Patrick
authors.initials: P
authors.lastname: Marks
authors.forename: Kelly
authors.initials: K
authors.lastname: Moran
authors.forename: Brett
authors.initials: B
authors.lastname: Kingsborough
authors.forename: Ruchi
authors.initials: R
authors.lastname: Verma
authors.forename: Yuan
authors.initials: Y
authors.lastname: Chen
authors.forename: Ruitang
authors.initials: R
authors.lastname: Deng
authors.forename: Mindy
authors.initials: M
authors.lastname: Levine
mesh_terms: D002214:Capsules / Q000737:chemistry*; D002412:Cations / Q000737:chemistry; D004337:Drug Carriers / Q000737:chemistry; D006801:Humans; D011073:Polyamines / Q000737:chemistry*; D034741:RNA, Small Interfering / Q000008:administration & dosage*; D013237:Stereoisomerism; D014162:Transfection
chemical_list: D002214:Capsules; D002412:Cations; D004337:Drug Carriers; D011073:Polyamines; D034741:RNA, Small Interfering
keywords: Chirality; Polyamine; Transfection; siRNA
references.citation: Chem Soc Rev. 2012 Jul 7;41(13):4755-67
references.pmid: 22648524
references.citation: Blood. 2010 Nov 4;116(18):3383-4
references.pmid: 21051564
references.citation: Cytotechnology. 2012 Oct;64(5):523-40
references.pmid: 22328133
references.citation: Acc Chem Res. 2013 Feb 19;46(2):327-38
references.pmid: 23072456
references.citation: J Am Chem Soc. 2007 Jul 25;129(29):9216-21
references.pmid: 17602626
references.citation: Tetrahedron Lett. 2008 Sep 29;49(40):5746-5750
references.pmid: 19794811
references.citation: Org Lett. 2009 Apr 2;11(7):1479-82
references.pmid: 19254010
references.citation: Int J Pharm. 2012 Jul 1;430(1-2):328-34
references.pmid: 22525086
references.citation: Bioorg Med Chem Lett. 2005 Mar 1;15(5):1351-5
references.pmid: 15713385
references.citation: Biomacromolecules. 2007 Oct;8(10):3108-14
references.pmid: 17877401
references.citation: Biomacromolecules. 2010 Apr 12;11(4):960-8
references.pmid: 20329746
references.citation: Adv Drug Deliv Rev. 2001 Dec 31;53(3):341-58
references.pmid: 11744176
references.citation: Biotechnol Lett. 2012 Feb;34(2):295-301
references.pmid: 21972147
references.citation: J Colloid Interface Sci. 2007 Oct 15;314(2):460-9
references.pmid: 17602700
references.citation: Drug Des Devel Ther. 2013;7:211-21
references.pmid: 23576866
references.citation: J Am Chem Soc. 2006 Dec 13;128(49):15586-7
references.pmid: 17147357
references.citation: Bioconjug Chem. 2011 May 18;22(5):976-86
references.pmid: 21452890
references.citation: Org Lett. 2007 Aug 16;9(17):3449-51
references.pmid: 17645350
references.citation: Acc Chem Res. 2012 Jul 17;45(7):994-1004
references.pmid: 22353143
references.citation: Biopolymers. 2008 Jul;89(7):635-42
references.pmid: 18322932
references.citation: Org Lett. 2007 Mar 15;9(6):1009-12
references.pmid: 17316011
references.citation: Biomaterials. 2013 Jul;34(20):4849-59
references.pmid: 23541420
references.citation: J Colloid Interface Sci. 2012 Mar 15;370(1):94-101
references.pmid: 22257961
references.citation: Angew Chem Int Ed Engl. 2013 Mar 25;52(13):3712-6
references.pmid: 23440933
references.citation: Curr Clin Pharmacol. 2012 May;7(2):121-30
references.pmid: 22432843
references.citation: ACS Nano. 2012 Jul 24;6(7):6133-41
references.pmid: 22693946
references.citation: Mol Biotechnol. 2012 May;51(1):1-8
references.pmid: 21660602
references.citation: Biomaterials. 2013 Jul;34(21):5391-401
references.pmid: 23582685