Intramolecularly stapled amphipathic peptides via a boron-sugar interaction

Amadori products (deoxyfructosyllysine derivatives) that can selectively interact with phenylboronic acids and borate ions were synthesized. The intramolecular interactions between the fructosyl moiety and phenylboronic acid incorporated into various positions of the peptide chain were investigated...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-08, Vol.56 (62), p.8814-8817
Hauptverfasser: Kijewska, Monika, Czerwińska, Angelika, Al-Harthi, Samah, Wołczański, Grzegorz, Waliczek, Mateusz, Emwas, Abdul-Hamid, Jaremko, Mariusz, Jaremko, Łukasz, Stefanowicz, Piotr, Szewczuk, Zbigniew
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 8817
container_issue 62
container_start_page 8814
container_title Chemical communications (Cambridge, England)
container_volume 56
creator Kijewska, Monika
Czerwińska, Angelika
Al-Harthi, Samah
Wołczański, Grzegorz
Waliczek, Mateusz
Emwas, Abdul-Hamid
Jaremko, Mariusz
Jaremko, Łukasz
Stefanowicz, Piotr
Szewczuk, Zbigniew
description Amadori products (deoxyfructosyllysine derivatives) that can selectively interact with phenylboronic acids and borate ions were synthesized. The intramolecular interactions between the fructosyl moiety and phenylboronic acid incorporated into various positions of the peptide chain were investigated using high-resolution mass spectrometry (HR-MS), circular dichroism (CD), and nuclear magnetic resonance (NMR).
doi_str_mv 10.1039/d0cc02603d
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2420633733</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2420633733</sourcerecordid><originalsourceid>FETCH-LOGICAL-c315t-e9d3e412be7c4c7b5d1c272342cb64fdb0b6aabd457486a12d7d02848e77559c3</originalsourceid><addsrcrecordid>eNpd0MtKw0AUBuBBFFurGx9AAm5EiM59kqW0XooFNwruwtxqpySZODMR-vamtrrwbM5ZfPwcfgDOEbxBkJS3BmoNMYfEHIAxIpzmjBbvh9ublbkglI3ASYxrOAxixTEYEcyxEAUfg-d5m4JsfG11X8tQb7KYZFdbk8mmW7lOppXTWWe75IyN2ZeTmcyUD77NY_8hQ-baZIPUyfn2FBwtZR3t2X5PwNvD_ev0KV-8PM6nd4tcE8RSbktDLEVYWaGpFooZpLHAhGKtOF0aBRWXUhnKBC24RNgIA3FBCysEY6UmE3C1y-2C_-xtTFXjorZ1LVvr-1hhiiEnRBAy0Mt_dO370A7fDYpAWKKyYIO63ikdfIzBLqsuuEaGTYVgta24msHp9Kfi2YAv9pG9aqz5o7-dkm-lHXZw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2430091985</pqid></control><display><type>article</type><title>Intramolecularly stapled amphipathic peptides via a boron-sugar interaction</title><source>MEDLINE</source><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Kijewska, Monika ; Czerwińska, Angelika ; Al-Harthi, Samah ; Wołczański, Grzegorz ; Waliczek, Mateusz ; Emwas, Abdul-Hamid ; Jaremko, Mariusz ; Jaremko, Łukasz ; Stefanowicz, Piotr ; Szewczuk, Zbigniew</creator><creatorcontrib>Kijewska, Monika ; Czerwińska, Angelika ; Al-Harthi, Samah ; Wołczański, Grzegorz ; Waliczek, Mateusz ; Emwas, Abdul-Hamid ; Jaremko, Mariusz ; Jaremko, Łukasz ; Stefanowicz, Piotr ; Szewczuk, Zbigniew</creatorcontrib><description>Amadori products (deoxyfructosyllysine derivatives) that can selectively interact with phenylboronic acids and borate ions were synthesized. The intramolecular interactions between the fructosyl moiety and phenylboronic acid incorporated into various positions of the peptide chain were investigated using high-resolution mass spectrometry (HR-MS), circular dichroism (CD), and nuclear magnetic resonance (NMR).</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d0cc02603d</identifier><identifier>PMID: 32627786</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Boron ; Boron - chemistry ; Chemical synthesis ; Dichroism ; Hydrophobic and Hydrophilic Interactions ; Mass spectrometry ; Models, Molecular ; NMR ; Nuclear magnetic resonance ; Peptides ; Peptides - chemistry ; Protein Conformation ; Sugars - chemistry</subject><ispartof>Chemical communications (Cambridge, England), 2020-08, Vol.56 (62), p.8814-8817</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c315t-e9d3e412be7c4c7b5d1c272342cb64fdb0b6aabd457486a12d7d02848e77559c3</citedby><cites>FETCH-LOGICAL-c315t-e9d3e412be7c4c7b5d1c272342cb64fdb0b6aabd457486a12d7d02848e77559c3</cites><orcidid>0000-0001-9581-2359 ; 0000-0001-8149-9023 ; 0000-0001-8668-3970 ; 0000-0001-5884-9363 ; 0000-0001-6227-7169</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32627786$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kijewska, Monika</creatorcontrib><creatorcontrib>Czerwińska, Angelika</creatorcontrib><creatorcontrib>Al-Harthi, Samah</creatorcontrib><creatorcontrib>Wołczański, Grzegorz</creatorcontrib><creatorcontrib>Waliczek, Mateusz</creatorcontrib><creatorcontrib>Emwas, Abdul-Hamid</creatorcontrib><creatorcontrib>Jaremko, Mariusz</creatorcontrib><creatorcontrib>Jaremko, Łukasz</creatorcontrib><creatorcontrib>Stefanowicz, Piotr</creatorcontrib><creatorcontrib>Szewczuk, Zbigniew</creatorcontrib><title>Intramolecularly stapled amphipathic peptides via a boron-sugar interaction</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>Amadori products (deoxyfructosyllysine derivatives) that can selectively interact with phenylboronic acids and borate ions were synthesized. The intramolecular interactions between the fructosyl moiety and phenylboronic acid incorporated into various positions of the peptide chain were investigated using high-resolution mass spectrometry (HR-MS), circular dichroism (CD), and nuclear magnetic resonance (NMR).</description><subject>Boron</subject><subject>Boron - chemistry</subject><subject>Chemical synthesis</subject><subject>Dichroism</subject><subject>Hydrophobic and Hydrophilic Interactions</subject><subject>Mass spectrometry</subject><subject>Models, Molecular</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Peptides</subject><subject>Peptides - chemistry</subject><subject>Protein Conformation</subject><subject>Sugars - chemistry</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpd0MtKw0AUBuBBFFurGx9AAm5EiM59kqW0XooFNwruwtxqpySZODMR-vamtrrwbM5ZfPwcfgDOEbxBkJS3BmoNMYfEHIAxIpzmjBbvh9ublbkglI3ASYxrOAxixTEYEcyxEAUfg-d5m4JsfG11X8tQb7KYZFdbk8mmW7lOppXTWWe75IyN2ZeTmcyUD77NY_8hQ-baZIPUyfn2FBwtZR3t2X5PwNvD_ev0KV-8PM6nd4tcE8RSbktDLEVYWaGpFooZpLHAhGKtOF0aBRWXUhnKBC24RNgIA3FBCysEY6UmE3C1y-2C_-xtTFXjorZ1LVvr-1hhiiEnRBAy0Mt_dO370A7fDYpAWKKyYIO63ikdfIzBLqsuuEaGTYVgta24msHp9Kfi2YAv9pG9aqz5o7-dkm-lHXZw</recordid><startdate>20200811</startdate><enddate>20200811</enddate><creator>Kijewska, Monika</creator><creator>Czerwińska, Angelika</creator><creator>Al-Harthi, Samah</creator><creator>Wołczański, Grzegorz</creator><creator>Waliczek, Mateusz</creator><creator>Emwas, Abdul-Hamid</creator><creator>Jaremko, Mariusz</creator><creator>Jaremko, Łukasz</creator><creator>Stefanowicz, Piotr</creator><creator>Szewczuk, Zbigniew</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/0000-0001-9581-2359</orcidid><orcidid>https://orcid.org/0000-0001-8149-9023</orcidid><orcidid>https://orcid.org/0000-0001-8668-3970</orcidid><orcidid>https://orcid.org/0000-0001-5884-9363</orcidid><orcidid>https://orcid.org/0000-0001-6227-7169</orcidid></search><sort><creationdate>20200811</creationdate><title>Intramolecularly stapled amphipathic peptides via a boron-sugar interaction</title><author>Kijewska, Monika ; Czerwińska, Angelika ; Al-Harthi, Samah ; Wołczański, Grzegorz ; Waliczek, Mateusz ; Emwas, Abdul-Hamid ; Jaremko, Mariusz ; Jaremko, Łukasz ; Stefanowicz, Piotr ; Szewczuk, Zbigniew</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c315t-e9d3e412be7c4c7b5d1c272342cb64fdb0b6aabd457486a12d7d02848e77559c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Boron</topic><topic>Boron - chemistry</topic><topic>Chemical synthesis</topic><topic>Dichroism</topic><topic>Hydrophobic and Hydrophilic Interactions</topic><topic>Mass spectrometry</topic><topic>Models, Molecular</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Peptides</topic><topic>Peptides - chemistry</topic><topic>Protein Conformation</topic><topic>Sugars - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kijewska, Monika</creatorcontrib><creatorcontrib>Czerwińska, Angelika</creatorcontrib><creatorcontrib>Al-Harthi, Samah</creatorcontrib><creatorcontrib>Wołczański, Grzegorz</creatorcontrib><creatorcontrib>Waliczek, Mateusz</creatorcontrib><creatorcontrib>Emwas, Abdul-Hamid</creatorcontrib><creatorcontrib>Jaremko, Mariusz</creatorcontrib><creatorcontrib>Jaremko, Łukasz</creatorcontrib><creatorcontrib>Stefanowicz, Piotr</creatorcontrib><creatorcontrib>Szewczuk, Zbigniew</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>Kijewska, Monika</au><au>Czerwińska, Angelika</au><au>Al-Harthi, Samah</au><au>Wołczański, Grzegorz</au><au>Waliczek, Mateusz</au><au>Emwas, Abdul-Hamid</au><au>Jaremko, Mariusz</au><au>Jaremko, Łukasz</au><au>Stefanowicz, Piotr</au><au>Szewczuk, Zbigniew</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Intramolecularly stapled amphipathic peptides via a boron-sugar interaction</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2020-08-11</date><risdate>2020</risdate><volume>56</volume><issue>62</issue><spage>8814</spage><epage>8817</epage><pages>8814-8817</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Amadori products (deoxyfructosyllysine derivatives) that can selectively interact with phenylboronic acids and borate ions were synthesized. The intramolecular interactions between the fructosyl moiety and phenylboronic acid incorporated into various positions of the peptide chain were investigated using high-resolution mass spectrometry (HR-MS), circular dichroism (CD), and nuclear magnetic resonance (NMR).</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>32627786</pmid><doi>10.1039/d0cc02603d</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-9581-2359</orcidid><orcidid>https://orcid.org/0000-0001-8149-9023</orcidid><orcidid>https://orcid.org/0000-0001-8668-3970</orcidid><orcidid>https://orcid.org/0000-0001-5884-9363</orcidid><orcidid>https://orcid.org/0000-0001-6227-7169</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1359-7345
ispartof Chemical communications (Cambridge, England), 2020-08, Vol.56 (62), p.8814-8817
issn 1359-7345
1364-548X
language eng
recordid cdi_proquest_miscellaneous_2420633733
source MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Boron
Boron - chemistry
Chemical synthesis
Dichroism
Hydrophobic and Hydrophilic Interactions
Mass spectrometry
Models, Molecular
NMR
Nuclear magnetic resonance
Peptides
Peptides - chemistry
Protein Conformation
Sugars - chemistry
title Intramolecularly stapled amphipathic peptides via a boron-sugar interaction
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-08T22%3A51%3A24IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Intramolecularly%20stapled%20amphipathic%20peptides%20via%20a%20boron-sugar%20interaction&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Kijewska,%20Monika&rft.date=2020-08-11&rft.volume=56&rft.issue=62&rft.spage=8814&rft.epage=8817&rft.pages=8814-8817&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/d0cc02603d&rft_dat=%3Cproquest_cross%3E2420633733%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2430091985&rft_id=info:pmid/32627786&rfr_iscdi=true