Trehalose-based Janus cyclooligosaccharides: the "Click" synthesis and DNA-directed assembly into pH-sensitive transfectious nanoparticles
The convergent preparation of Janus molecular nanoparticles by thiourea-"clicking" of α,α′-trehalose halves has been implemented; the strategy allows access to macrocyclic derivatives with seggregated cationic and lipophilic domains that in the presence of DNA undergo pH-dependent self-ass...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2016-08, Vol.52 (66), p.1117-112 |
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| creator | Jiménez Blanco, J. L Ortega-Caballero, F Blanco-Fernández, L Carmona, T Marcelo, G Martínez-Negro, M Aicart, E Junquera, E Mendicuti, F Tros de Ilarduya, C Ortiz Mellet, C García Fernández, J. M |
| description | The convergent preparation of Janus molecular nanoparticles by thiourea-"clicking" of α,α′-trehalose halves has been implemented; the strategy allows access to macrocyclic derivatives with seggregated cationic and lipophilic domains that in the presence of DNA undergo pH-dependent self-assembly into lamellar superstructures, as established by electrochemical, structural (SAXS), microscopical (TEM) and computational techniques, that mediate transfection
in vitro
and
in vivo
.
Trehalose-based Janus cyclooligosaccharides undergo DNA-promoted self-assembling. |
| doi_str_mv | 10.1039/c6cc04791b |
| format | Article |
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in vitro
and
in vivo
.
Trehalose-based Janus cyclooligosaccharides undergo DNA-promoted self-assembling.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c6cc04791b</identifier><identifier>PMID: 27387975</identifier><language>eng</language><publisher>England</publisher><subject>Animals ; Assembly ; Cationic ; Cercopithecus aethiops ; Click Chemistry - methods ; COS Cells ; Derivatives ; DNA - chemistry ; DNA - metabolism ; Hydrogen-Ion Concentration ; In vivo methods and tests ; Nanoparticles ; Nanoparticles - chemistry ; Nanoparticles - metabolism ; Oligosaccharides - chemistry ; Oligosaccharides - metabolism ; Scattering, Small Angle ; Self assembly ; Strategy ; Superstructures ; Trehalose - chemistry ; Trehalose - metabolism ; X-Ray Diffraction</subject><ispartof>Chemical communications (Cambridge, England), 2016-08, Vol.52 (66), p.1117-112</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c452t-17c0c261d219733a2d82f0929feb10e93592b66a248c42a34426283cec5fdf6b3</citedby><cites>FETCH-LOGICAL-c452t-17c0c261d219733a2d82f0929feb10e93592b66a248c42a34426283cec5fdf6b3</cites><orcidid>0000-0002-7676-7721</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27387975$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Jiménez Blanco, J. L</creatorcontrib><creatorcontrib>Ortega-Caballero, F</creatorcontrib><creatorcontrib>Blanco-Fernández, L</creatorcontrib><creatorcontrib>Carmona, T</creatorcontrib><creatorcontrib>Marcelo, G</creatorcontrib><creatorcontrib>Martínez-Negro, M</creatorcontrib><creatorcontrib>Aicart, E</creatorcontrib><creatorcontrib>Junquera, E</creatorcontrib><creatorcontrib>Mendicuti, F</creatorcontrib><creatorcontrib>Tros de Ilarduya, C</creatorcontrib><creatorcontrib>Ortiz Mellet, C</creatorcontrib><creatorcontrib>García Fernández, J. M</creatorcontrib><title>Trehalose-based Janus cyclooligosaccharides: the "Click" synthesis and DNA-directed assembly into pH-sensitive transfectious nanoparticles</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>The convergent preparation of Janus molecular nanoparticles by thiourea-"clicking" of α,α′-trehalose halves has been implemented; the strategy allows access to macrocyclic derivatives with seggregated cationic and lipophilic domains that in the presence of DNA undergo pH-dependent self-assembly into lamellar superstructures, as established by electrochemical, structural (SAXS), microscopical (TEM) and computational techniques, that mediate transfection
in vitro
and
in vivo
.
Trehalose-based Janus cyclooligosaccharides undergo DNA-promoted self-assembling.</description><subject>Animals</subject><subject>Assembly</subject><subject>Cationic</subject><subject>Cercopithecus aethiops</subject><subject>Click Chemistry - methods</subject><subject>COS Cells</subject><subject>Derivatives</subject><subject>DNA - chemistry</subject><subject>DNA - metabolism</subject><subject>Hydrogen-Ion Concentration</subject><subject>In vivo methods and tests</subject><subject>Nanoparticles</subject><subject>Nanoparticles - chemistry</subject><subject>Nanoparticles - metabolism</subject><subject>Oligosaccharides - chemistry</subject><subject>Oligosaccharides - metabolism</subject><subject>Scattering, Small Angle</subject><subject>Self assembly</subject><subject>Strategy</subject><subject>Superstructures</subject><subject>Trehalose - chemistry</subject><subject>Trehalose - metabolism</subject><subject>X-Ray Diffraction</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkk1v1DAQhiMEoqVw4Q6yekJIAX_GMbcS6Aeq4FIkbpEzmbAGr7N4skj7F_qrcdlSrvVlPJpH78zonap6LvgbwZV7Cw0A19aJ4UF1KFSja6Pbbw9v_sbVVmlzUD0h-sHLE6Z9XB1Iq1rrrDmsrq8yrnycCevBE47sk09bYrCDOM8xfJ_JA6x8DiPSO7askB13McDPY0a7VFIKxHwa2YfPJ_UYMsJSNDwRroe4YyEtM9uc14SJwhJ-I1uyTzQVLMylTfJp3vi8BIhIT6tHk4-Ez27jUfX19ONVd15ffjm76E4ua9BGLrWwwEE2YpTCWaW8HFs5cSfdhIPg6MrOcmgaL3ULWnqltWxkqwDBTOPUDOqoerXX3eT51xZp6deBAGP0CctQvWiVMa5Vzt0DFU5oKzS_D8qNsVyIgr7eo5BnooxTv8lh7fOuF7y_cbTvmq776-j7Ar-81d0Oaxzv0H8WFuDFHsgEd9X_J6H-AGoypno</recordid><startdate>20160809</startdate><enddate>20160809</enddate><creator>Jiménez Blanco, J. 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L ; Ortega-Caballero, F ; Blanco-Fernández, L ; Carmona, T ; Marcelo, G ; Martínez-Negro, M ; Aicart, E ; Junquera, E ; Mendicuti, F ; Tros de Ilarduya, C ; Ortiz Mellet, C ; García Fernández, J. 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M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Trehalose-based Janus cyclooligosaccharides: the "Click" synthesis and DNA-directed assembly into pH-sensitive transfectious nanoparticles</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2016-08-09</date><risdate>2016</risdate><volume>52</volume><issue>66</issue><spage>1117</spage><epage>112</epage><pages>1117-112</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The convergent preparation of Janus molecular nanoparticles by thiourea-"clicking" of α,α′-trehalose halves has been implemented; the strategy allows access to macrocyclic derivatives with seggregated cationic and lipophilic domains that in the presence of DNA undergo pH-dependent self-assembly into lamellar superstructures, as established by electrochemical, structural (SAXS), microscopical (TEM) and computational techniques, that mediate transfection
in vitro
and
in vivo
.
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| ispartof | Chemical communications (Cambridge, England), 2016-08, Vol.52 (66), p.1117-112 |
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| source | MEDLINE; Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| subjects | Animals Assembly Cationic Cercopithecus aethiops Click Chemistry - methods COS Cells Derivatives DNA - chemistry DNA - metabolism Hydrogen-Ion Concentration In vivo methods and tests Nanoparticles Nanoparticles - chemistry Nanoparticles - metabolism Oligosaccharides - chemistry Oligosaccharides - metabolism Scattering, Small Angle Self assembly Strategy Superstructures Trehalose - chemistry Trehalose - metabolism X-Ray Diffraction |
| title | Trehalose-based Janus cyclooligosaccharides: the "Click" synthesis and DNA-directed assembly into pH-sensitive transfectious nanoparticles |
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