Loading…

A Synthetic Receptor for Choline and Carnitine

A synthetic receptor is described with the appropriate shape and size for alkylated trimethylammonium ions such as choline and carnitine. The structure features a deep, concave binding site, lined with aromatic walls that provide cation−π interactions between host and guest. Molecular mechanic calcu...

Full description

Saved in:

Bibliographic Details
Published in:	Journal of the American Chemical Society 2002-11, Vol.124 (47), p.14014-14016
Main Authors:	Ballester, Pablo, Shivanyuk, Alexander, Far, Adel Rafai, Rebek, Julius
Format:	Article
Language:	English
Subjects:	Biological and medical sciences Carbamates - chemistry Carnitine - chemistry Cell receptors Cell structures and functions Choline - chemistry Crystallography, X-Ray Fundamental and applied biological sciences. Psychology Models, Molecular Molecular and cellular biology Molecular Structure Monoamines receptors (catecholamine, serotonine, histamine, acetylcholine) Nuclear Magnetic Resonance, Biomolecular Oxazolidinones - chemistry Receptors, Cell Surface - chemistry
Citations:	Items that this one cites Items that cite this one
Online Access:	Get full text
Tags:	Add Tag No Tags, Be the first to tag this record!

cited_by	cdi_FETCH-LOGICAL-a482t-48b9fce8d36805a520813b7ab11e05f47cd9044eb717915fc14f865d56b60ce23
cites	cdi_FETCH-LOGICAL-a482t-48b9fce8d36805a520813b7ab11e05f47cd9044eb717915fc14f865d56b60ce23
container_end_page	14016
container_issue	47
container_start_page	14014
container_title	Journal of the American Chemical Society
container_volume	124
creator	Ballester, Pablo Shivanyuk, Alexander Far, Adel Rafai Rebek, Julius
description	A synthetic receptor is described with the appropriate shape and size for alkylated trimethylammonium ions such as choline and carnitine. The structure features a deep, concave binding site, lined with aromatic walls that provide cation−π interactions between host and guest. Molecular mechanic calculations suggest that the host's shape is maintained through intermolecular hydrogen bonding with DMSO solvent molecules. The cavity is too small to accommodate larger ions. Choline and carnitine are recognized and bound with high affinity even though no complementary charges are involved in the process.
doi_str_mv	10.1021/ja0282689
format	article
fullrecord	<record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_72711055</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>72711055</sourcerecordid><originalsourceid>FETCH-LOGICAL-a482t-48b9fce8d36805a520813b7ab11e05f47cd9044eb717915fc14f865d56b60ce23</originalsourceid><addsrcrecordid>eNptkF1LwzAUhoMobk4v_APSGwUvOnPSpEkvpX5MGDrdvA5pmrDOrp1JC-7f27GxeeHF4fByHl4OD0KXgIeACdwtFCaCxCI5Qn1gBIcMSHyM-hhjEnIRRz105v2ii5QIOEU9IJRikYg-Gt4H03XVzE1T6ODDaLNqahfYbtJ5XRaVCVSVB6lyVdF06RydWFV6c7HbA_T59DhLR-H47fklvR-HigrShFRkidVG5FEsMFPdSwKijKsMwGBmKdd5gik1GQeeALMaqBUxy1mcxVgbEg3QzbZ35erv1vhGLguvTVmqytStl5xwAMxYB95uQe1q752xcuWKpXJrCVhu5Mi9nI692pW22dLkB3JnowOud4DyWpXWqUoX_sDRSDAGm6JwyxW-MT_7u3JfMuYRZ3I2mcrJ-PU9Gc0e5J9epb1c1K2rOnf_PPgL0cuEKA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>72711055</pqid></control><display><type>article</type><title>A Synthetic Receptor for Choline and Carnitine</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)</source><creator>Ballester, Pablo ; Shivanyuk, Alexander ; Far, Adel Rafai ; Rebek, Julius</creator><creatorcontrib>Ballester, Pablo ; Shivanyuk, Alexander ; Far, Adel Rafai ; Rebek, Julius</creatorcontrib><description>A synthetic receptor is described with the appropriate shape and size for alkylated trimethylammonium ions such as choline and carnitine. The structure features a deep, concave binding site, lined with aromatic walls that provide cation−π interactions between host and guest. Molecular mechanic calculations suggest that the host's shape is maintained through intermolecular hydrogen bonding with DMSO solvent molecules. The cavity is too small to accommodate larger ions. Choline and carnitine are recognized and bound with high affinity even though no complementary charges are involved in the process.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja0282689</identifier><identifier>PMID: 12440898</identifier><identifier>CODEN: JACSAT</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Biological and medical sciences ; Carbamates - chemistry ; Carnitine - chemistry ; Cell receptors ; Cell structures and functions ; Choline - chemistry ; Crystallography, X-Ray ; Fundamental and applied biological sciences. Psychology ; Models, Molecular ; Molecular and cellular biology ; Molecular Structure ; Monoamines receptors (catecholamine, serotonine, histamine, acetylcholine) ; Nuclear Magnetic Resonance, Biomolecular ; Oxazolidinones - chemistry ; Receptors, Cell Surface - chemistry</subject><ispartof>Journal of the American Chemical Society, 2002-11, Vol.124 (47), p.14014-14016</ispartof><rights>Copyright © 2002 American Chemical Society</rights><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a482t-48b9fce8d36805a520813b7ab11e05f47cd9044eb717915fc14f865d56b60ce23</citedby><cites>FETCH-LOGICAL-a482t-48b9fce8d36805a520813b7ab11e05f47cd9044eb717915fc14f865d56b60ce23</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=14385519$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12440898$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ballester, Pablo</creatorcontrib><creatorcontrib>Shivanyuk, Alexander</creatorcontrib><creatorcontrib>Far, Adel Rafai</creatorcontrib><creatorcontrib>Rebek, Julius</creatorcontrib><title>A Synthetic Receptor for Choline and Carnitine</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>A synthetic receptor is described with the appropriate shape and size for alkylated trimethylammonium ions such as choline and carnitine. The structure features a deep, concave binding site, lined with aromatic walls that provide cation−π interactions between host and guest. Molecular mechanic calculations suggest that the host's shape is maintained through intermolecular hydrogen bonding with DMSO solvent molecules. The cavity is too small to accommodate larger ions. Choline and carnitine are recognized and bound with high affinity even though no complementary charges are involved in the process.</description><subject>Biological and medical sciences</subject><subject>Carbamates - chemistry</subject><subject>Carnitine - chemistry</subject><subject>Cell receptors</subject><subject>Cell structures and functions</subject><subject>Choline - chemistry</subject><subject>Crystallography, X-Ray</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Models, Molecular</subject><subject>Molecular and cellular biology</subject><subject>Molecular Structure</subject><subject>Monoamines receptors (catecholamine, serotonine, histamine, acetylcholine)</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Oxazolidinones - chemistry</subject><subject>Receptors, Cell Surface - chemistry</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><recordid>eNptkF1LwzAUhoMobk4v_APSGwUvOnPSpEkvpX5MGDrdvA5pmrDOrp1JC-7f27GxeeHF4fByHl4OD0KXgIeACdwtFCaCxCI5Qn1gBIcMSHyM-hhjEnIRRz105v2ii5QIOEU9IJRikYg-Gt4H03XVzE1T6ODDaLNqahfYbtJ5XRaVCVSVB6lyVdF06RydWFV6c7HbA_T59DhLR-H47fklvR-HigrShFRkidVG5FEsMFPdSwKijKsMwGBmKdd5gik1GQeeALMaqBUxy1mcxVgbEg3QzbZ35erv1vhGLguvTVmqytStl5xwAMxYB95uQe1q752xcuWKpXJrCVhu5Mi9nI692pW22dLkB3JnowOud4DyWpXWqUoX_sDRSDAGm6JwyxW-MT_7u3JfMuYRZ3I2mcrJ-PU9Gc0e5J9epb1c1K2rOnf_PPgL0cuEKA</recordid><startdate>20021127</startdate><enddate>20021127</enddate><creator>Ballester, Pablo</creator><creator>Shivanyuk, Alexander</creator><creator>Far, Adel Rafai</creator><creator>Rebek, Julius</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><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>7X8</scope></search><sort><creationdate>20021127</creationdate><title>A Synthetic Receptor for Choline and Carnitine</title><author>Ballester, Pablo ; Shivanyuk, Alexander ; Far, Adel Rafai ; Rebek, Julius</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a482t-48b9fce8d36805a520813b7ab11e05f47cd9044eb717915fc14f865d56b60ce23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Biological and medical sciences</topic><topic>Carbamates - chemistry</topic><topic>Carnitine - chemistry</topic><topic>Cell receptors</topic><topic>Cell structures and functions</topic><topic>Choline - chemistry</topic><topic>Crystallography, X-Ray</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Models, Molecular</topic><topic>Molecular and cellular biology</topic><topic>Molecular Structure</topic><topic>Monoamines receptors (catecholamine, serotonine, histamine, acetylcholine)</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Oxazolidinones - chemistry</topic><topic>Receptors, Cell Surface - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ballester, Pablo</creatorcontrib><creatorcontrib>Shivanyuk, Alexander</creatorcontrib><creatorcontrib>Far, Adel Rafai</creatorcontrib><creatorcontrib>Rebek, Julius</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ballester, Pablo</au><au>Shivanyuk, Alexander</au><au>Far, Adel Rafai</au><au>Rebek, Julius</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Synthetic Receptor for Choline and Carnitine</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2002-11-27</date><risdate>2002</risdate><volume>124</volume><issue>47</issue><spage>14014</spage><epage>14016</epage><pages>14014-14016</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>A synthetic receptor is described with the appropriate shape and size for alkylated trimethylammonium ions such as choline and carnitine. The structure features a deep, concave binding site, lined with aromatic walls that provide cation−π interactions between host and guest. Molecular mechanic calculations suggest that the host's shape is maintained through intermolecular hydrogen bonding with DMSO solvent molecules. The cavity is too small to accommodate larger ions. Choline and carnitine are recognized and bound with high affinity even though no complementary charges are involved in the process.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>12440898</pmid><doi>10.1021/ja0282689</doi><tpages>3</tpages></addata></record>
fulltext	fulltext
identifier	ISSN: 0002-7863
ispartof	Journal of the American Chemical Society, 2002-11, Vol.124 (47), p.14014-14016
issn	0002-7863 1520-5126
language	eng
recordid	cdi_proquest_miscellaneous_72711055
source	American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects	Biological and medical sciences Carbamates - chemistry Carnitine - chemistry Cell receptors Cell structures and functions Choline - chemistry Crystallography, X-Ray Fundamental and applied biological sciences. Psychology Models, Molecular Molecular and cellular biology Molecular Structure Monoamines receptors (catecholamine, serotonine, histamine, acetylcholine) Nuclear Magnetic Resonance, Biomolecular Oxazolidinones - chemistry Receptors, Cell Surface - chemistry
title	A Synthetic Receptor for Choline and Carnitine
url	http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-07T11%3A17%3A45IST&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=A%20Synthetic%20Receptor%20for%20Choline%20and%20Carnitine&rft.jtitle=Journal%20of%20the%20American%20Chemical%20Society&rft.au=Ballester,%20Pablo&rft.date=2002-11-27&rft.volume=124&rft.issue=47&rft.spage=14014&rft.epage=14016&rft.pages=14014-14016&rft.issn=0002-7863&rft.eissn=1520-5126&rft.coden=JACSAT&rft_id=info:doi/10.1021/ja0282689&rft_dat=%3Cproquest_cross%3E72711055%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a482t-48b9fce8d36805a520813b7ab11e05f47cd9044eb717915fc14f865d56b60ce23%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=72711055&rft_id=info:pmid/12440898&rfr_iscdi=true