Development of 2-aminoisobutyric acid (Aib)-rich cell-penetrating foldamers for efficient siRNA delivery
We have designed and synthesized a set of cell-penetrating foldamers (CPFs), Blocks 1-8, composed of the common amino acids Leu, Arg, and Gly, as well as the helicogenic amino acid 2-aminoisobutyric acid. The findings showed that Block 3 could deliver siRNA into cells without significant cytotoxicit...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2019-07, Vol.55 (54), p.7792-7795 |
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| container_title | Chemical communications (Cambridge, England) |
| container_volume | 55 |
| creator | Misawa, Takashi Ohoka, Nobumichi Oba, Makoto Yamashita, Hiroko Tanaka, Masakazu Naito, Mikihiko Demizu, Yosuke |
| description | We have designed and synthesized a set of cell-penetrating foldamers (CPFs), Blocks 1-8, composed of the common amino acids Leu, Arg, and Gly, as well as the helicogenic amino acid 2-aminoisobutyric acid. The findings showed that Block 3 could deliver siRNA into cells without significant cytotoxicity. We also demonstrated that Block 3 could be applied to selectively kill the oncogene-driven cancer cells.
We have designed and synthesized a set of cell-penetrating foldamers (CPFs), Blocks 1-8, composed of the common amino acids Leu, Arg, and Gly, as well as the helicogenic amino acid 2-aminoisobutyric acid. |
| doi_str_mv | 10.1039/c9cc02203a |
| format | Article |
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We have designed and synthesized a set of cell-penetrating foldamers (CPFs), Blocks 1-8, composed of the common amino acids Leu, Arg, and Gly, as well as the helicogenic amino acid 2-aminoisobutyric acid.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c9cc02203a</identifier><identifier>PMID: 31210205</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Amino Acid Sequence ; Amino acids ; Aminoisobutyric Acids - chemistry ; Cell Line, Tumor ; Cell-Penetrating Peptides - chemical synthesis ; Cell-Penetrating Peptides - chemistry ; Cell-Penetrating Peptides - metabolism ; Cell-Penetrating Peptides - toxicity ; Drug Carriers - chemical synthesis ; Drug Carriers - chemistry ; Drug Carriers - metabolism ; Drug Carriers - toxicity ; Gene Knockdown Techniques ; Gene Silencing ; Humans ; Protein Conformation, alpha-Helical ; Protein Engineering - methods ; Proto-Oncogene Proteins p21(ras) - genetics ; RNA, Small Interfering - administration & dosage ; RNA, Small Interfering - genetics ; Toxicity</subject><ispartof>Chemical communications (Cambridge, England), 2019-07, Vol.55 (54), p.7792-7795</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c403t-c13f30e6d8ffb261ae66bf04e69c611fa5860ba75f50aefe31abd0d9ae9104903</citedby><cites>FETCH-LOGICAL-c403t-c13f30e6d8ffb261ae66bf04e69c611fa5860ba75f50aefe31abd0d9ae9104903</cites><orcidid>0000-0002-0339-8750 ; 0000-0002-3691-3608 ; 0000-0001-7521-4861</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31210205$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Misawa, Takashi</creatorcontrib><creatorcontrib>Ohoka, Nobumichi</creatorcontrib><creatorcontrib>Oba, Makoto</creatorcontrib><creatorcontrib>Yamashita, Hiroko</creatorcontrib><creatorcontrib>Tanaka, Masakazu</creatorcontrib><creatorcontrib>Naito, Mikihiko</creatorcontrib><creatorcontrib>Demizu, Yosuke</creatorcontrib><title>Development of 2-aminoisobutyric acid (Aib)-rich cell-penetrating foldamers for efficient siRNA delivery</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>We have designed and synthesized a set of cell-penetrating foldamers (CPFs), Blocks 1-8, composed of the common amino acids Leu, Arg, and Gly, as well as the helicogenic amino acid 2-aminoisobutyric acid. The findings showed that Block 3 could deliver siRNA into cells without significant cytotoxicity. We also demonstrated that Block 3 could be applied to selectively kill the oncogene-driven cancer cells.
We have designed and synthesized a set of cell-penetrating foldamers (CPFs), Blocks 1-8, composed of the common amino acids Leu, Arg, and Gly, as well as the helicogenic amino acid 2-aminoisobutyric acid.</description><subject>Amino Acid Sequence</subject><subject>Amino acids</subject><subject>Aminoisobutyric Acids - chemistry</subject><subject>Cell Line, Tumor</subject><subject>Cell-Penetrating Peptides - chemical synthesis</subject><subject>Cell-Penetrating Peptides - chemistry</subject><subject>Cell-Penetrating Peptides - metabolism</subject><subject>Cell-Penetrating Peptides - toxicity</subject><subject>Drug Carriers - chemical synthesis</subject><subject>Drug Carriers - chemistry</subject><subject>Drug Carriers - metabolism</subject><subject>Drug Carriers - toxicity</subject><subject>Gene Knockdown Techniques</subject><subject>Gene Silencing</subject><subject>Humans</subject><subject>Protein Conformation, alpha-Helical</subject><subject>Protein Engineering - methods</subject><subject>Proto-Oncogene Proteins p21(ras) - genetics</subject><subject>RNA, Small Interfering - administration & dosage</subject><subject>RNA, Small Interfering - genetics</subject><subject>Toxicity</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkUFr3DAQhUVIaTbbXnJPMOSSFNyMJEtrHRcnaQuhhZJAb0aWR1kttrWR7MD--2izaQqdy8wwH4_HG0JOKHylwNWVUcYAY8D1AZlRLotcFOWfw90sVL7ghTgixzGuIRUV5UdyxCmjwEDMyOoan7Hzmx6HMfM2Y7nu3eBd9M00boMzmTauzS6WrrnM07rKDHZdvsEBx6BHNzxm1net7jHENIUMrXXG7dSi-_1zmbXYuWcM20_kg9VdxM9vfU4ebm_uq-_53a9vP6rlXW4K4GNuKLccULaltQ2TVKOUjYUCpTKSUqtFKaHRC2EFaLTIqW5aaJVGRaFQwOfkYq-7Cf5pwjjWvYs7z3pAP8WasYKVVAghE3r-H7r2UxiSu0QJEIuClipRX_aUCT7GgLbeBNfrsK0p1Lv860pV1Wv-ywSfvUlOTY_tO_o38ASc7oEQzfv13wP5CyxRieg</recordid><startdate>20190702</startdate><enddate>20190702</enddate><creator>Misawa, Takashi</creator><creator>Ohoka, Nobumichi</creator><creator>Oba, Makoto</creator><creator>Yamashita, Hiroko</creator><creator>Tanaka, Masakazu</creator><creator>Naito, Mikihiko</creator><creator>Demizu, Yosuke</creator><general>Royal Society of Chemistry</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-0339-8750</orcidid><orcidid>https://orcid.org/0000-0002-3691-3608</orcidid><orcidid>https://orcid.org/0000-0001-7521-4861</orcidid></search><sort><creationdate>20190702</creationdate><title>Development of 2-aminoisobutyric acid (Aib)-rich cell-penetrating foldamers for efficient siRNA delivery</title><author>Misawa, Takashi ; Ohoka, Nobumichi ; Oba, Makoto ; Yamashita, Hiroko ; Tanaka, Masakazu ; Naito, Mikihiko ; Demizu, Yosuke</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c403t-c13f30e6d8ffb261ae66bf04e69c611fa5860ba75f50aefe31abd0d9ae9104903</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Amino Acid Sequence</topic><topic>Amino acids</topic><topic>Aminoisobutyric Acids - chemistry</topic><topic>Cell Line, Tumor</topic><topic>Cell-Penetrating Peptides - chemical synthesis</topic><topic>Cell-Penetrating Peptides - chemistry</topic><topic>Cell-Penetrating Peptides - metabolism</topic><topic>Cell-Penetrating Peptides - toxicity</topic><topic>Drug Carriers - chemical synthesis</topic><topic>Drug Carriers - chemistry</topic><topic>Drug Carriers - metabolism</topic><topic>Drug Carriers - toxicity</topic><topic>Gene Knockdown Techniques</topic><topic>Gene Silencing</topic><topic>Humans</topic><topic>Protein Conformation, alpha-Helical</topic><topic>Protein Engineering - methods</topic><topic>Proto-Oncogene Proteins p21(ras) - genetics</topic><topic>RNA, Small Interfering - administration & dosage</topic><topic>RNA, Small Interfering - genetics</topic><topic>Toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Misawa, Takashi</creatorcontrib><creatorcontrib>Ohoka, Nobumichi</creatorcontrib><creatorcontrib>Oba, Makoto</creatorcontrib><creatorcontrib>Yamashita, Hiroko</creatorcontrib><creatorcontrib>Tanaka, Masakazu</creatorcontrib><creatorcontrib>Naito, Mikihiko</creatorcontrib><creatorcontrib>Demizu, Yosuke</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Misawa, Takashi</au><au>Ohoka, Nobumichi</au><au>Oba, Makoto</au><au>Yamashita, Hiroko</au><au>Tanaka, Masakazu</au><au>Naito, Mikihiko</au><au>Demizu, Yosuke</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Development of 2-aminoisobutyric acid (Aib)-rich cell-penetrating foldamers for efficient siRNA delivery</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2019-07-02</date><risdate>2019</risdate><volume>55</volume><issue>54</issue><spage>7792</spage><epage>7795</epage><pages>7792-7795</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>We have designed and synthesized a set of cell-penetrating foldamers (CPFs), Blocks 1-8, composed of the common amino acids Leu, Arg, and Gly, as well as the helicogenic amino acid 2-aminoisobutyric acid. The findings showed that Block 3 could deliver siRNA into cells without significant cytotoxicity. We also demonstrated that Block 3 could be applied to selectively kill the oncogene-driven cancer cells.
We have designed and synthesized a set of cell-penetrating foldamers (CPFs), Blocks 1-8, composed of the common amino acids Leu, Arg, and Gly, as well as the helicogenic amino acid 2-aminoisobutyric acid.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>31210205</pmid><doi>10.1039/c9cc02203a</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-0339-8750</orcidid><orcidid>https://orcid.org/0000-0002-3691-3608</orcidid><orcidid>https://orcid.org/0000-0001-7521-4861</orcidid></addata></record> |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Amino Acid Sequence Amino acids Aminoisobutyric Acids - chemistry Cell Line, Tumor Cell-Penetrating Peptides - chemical synthesis Cell-Penetrating Peptides - chemistry Cell-Penetrating Peptides - metabolism Cell-Penetrating Peptides - toxicity Drug Carriers - chemical synthesis Drug Carriers - chemistry Drug Carriers - metabolism Drug Carriers - toxicity Gene Knockdown Techniques Gene Silencing Humans Protein Conformation, alpha-Helical Protein Engineering - methods Proto-Oncogene Proteins p21(ras) - genetics RNA, Small Interfering - administration & dosage RNA, Small Interfering - genetics Toxicity |
| title | Development of 2-aminoisobutyric acid (Aib)-rich cell-penetrating foldamers for efficient siRNA delivery |
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