Synthesis of molecularly imprinted polymers for amino acid derivates by using different functional monomers
Fmoc-3-nitrotyrosine (Fmoc-3-NT) molecularly imprinted polymers (MIPs) were synthesized to understand the influence of several functional monomers on the efficiency of the molecular imprinting process. Acidic, neutral and basic functional monomers, such as acrylic acid (AA), methacrylic acid (MAA),...
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| Veröffentlicht in: | International journal of molecular sciences 2011-03, Vol.12 (3), p.1735-1743 |
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| creator | Scorrano, Sonia Mergola, Lucia Del Sole, Roberta Vasapollo, Giuseppe |
| description | Fmoc-3-nitrotyrosine (Fmoc-3-NT) molecularly imprinted polymers (MIPs) were synthesized to understand the influence of several functional monomers on the efficiency of the molecular imprinting process. Acidic, neutral and basic functional monomers, such as acrylic acid (AA), methacrylic acid (MAA), methacrylamide (MAM), 2-vinylpyridine (2-VP), 4-vinylpyridine (4-VP), have been used to synthesize five different polymers. In this study, the MIPs were tested in batch experiments by UV-visible spectroscopy in order to evaluate their binding properties. The MIP prepared with 2-VP exhibited the highest binding affinity for Fmoc-3NT, for which Scatchard analysis the highest association constant (2.49 × 10(4) M(-1)) was obtained. Furthermore, titration experiments of Fmoc-3NT into acetonitrile solutions of 2-VP revealed a stronger bond to the template, such that a total interaction is observed. Non-imprinted polymers as control were prepared and showed no binding affinities for Fmoc-3NT. The results are indicative of the importance of ionic bonds formed between the -OH residues of the template molecule and the pyridinyl groups of the polymer matrix. In conclusion, 2-VP assists to create a cavity which allows better access to the analytes. |
| doi_str_mv | 10.3390/ijms12031735 |
| format | Article |
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Acidic, neutral and basic functional monomers, such as acrylic acid (AA), methacrylic acid (MAA), methacrylamide (MAM), 2-vinylpyridine (2-VP), 4-vinylpyridine (4-VP), have been used to synthesize five different polymers. In this study, the MIPs were tested in batch experiments by UV-visible spectroscopy in order to evaluate their binding properties. The MIP prepared with 2-VP exhibited the highest binding affinity for Fmoc-3NT, for which Scatchard analysis the highest association constant (2.49 × 10(4) M(-1)) was obtained. Furthermore, titration experiments of Fmoc-3NT into acetonitrile solutions of 2-VP revealed a stronger bond to the template, such that a total interaction is observed. Non-imprinted polymers as control were prepared and showed no binding affinities for Fmoc-3NT. The results are indicative of the importance of ionic bonds formed between the -OH residues of the template molecule and the pyridinyl groups of the polymer matrix. In conclusion, 2-VP assists to create a cavity which allows better access to the analytes.</description><identifier>ISSN: 1422-0067</identifier><identifier>ISSN: 1661-6596</identifier><identifier>EISSN: 1422-0067</identifier><identifier>DOI: 10.3390/ijms12031735</identifier><identifier>PMID: 21673919</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Acrylamides - chemistry ; Acrylates - chemistry ; Amino acids ; Amino Acids - chemical synthesis ; Amino Acids - chemistry ; Amino Acids - isolation & purification ; Binding sites ; Chemical bonds ; Experiments ; Kinetics ; Methacrylates - chemistry ; Molecular Imprinting ; Polymers ; Polymers - chemistry ; Pyridines - chemistry ; Spectrum analysis ; Tyrosine - analogs & derivatives ; Tyrosine - chemical synthesis ; Tyrosine - chemistry ; Tyrosine - isolation & purification</subject><ispartof>International journal of molecular sciences, 2011-03, Vol.12 (3), p.1735-1743</ispartof><rights>Copyright MDPI AG 2011</rights><rights>2011 by the authors; licensee MDPI, Basel, Switzerland. 2011</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c477t-39dcdd1a8278aa328b12f3ff651e6e051585017fba9de2119ed3875b4d02da23</citedby><cites>FETCH-LOGICAL-c477t-39dcdd1a8278aa328b12f3ff651e6e051585017fba9de2119ed3875b4d02da23</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC3111630/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC3111630/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,881,27903,27904,53770,53772</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21673919$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Scorrano, Sonia</creatorcontrib><creatorcontrib>Mergola, Lucia</creatorcontrib><creatorcontrib>Del Sole, Roberta</creatorcontrib><creatorcontrib>Vasapollo, Giuseppe</creatorcontrib><title>Synthesis of molecularly imprinted polymers for amino acid derivates by using different functional monomers</title><title>International journal of molecular sciences</title><addtitle>Int J Mol Sci</addtitle><description>Fmoc-3-nitrotyrosine (Fmoc-3-NT) molecularly imprinted polymers (MIPs) were synthesized to understand the influence of several functional monomers on the efficiency of the molecular imprinting process. Acidic, neutral and basic functional monomers, such as acrylic acid (AA), methacrylic acid (MAA), methacrylamide (MAM), 2-vinylpyridine (2-VP), 4-vinylpyridine (4-VP), have been used to synthesize five different polymers. In this study, the MIPs were tested in batch experiments by UV-visible spectroscopy in order to evaluate their binding properties. The MIP prepared with 2-VP exhibited the highest binding affinity for Fmoc-3NT, for which Scatchard analysis the highest association constant (2.49 × 10(4) M(-1)) was obtained. Furthermore, titration experiments of Fmoc-3NT into acetonitrile solutions of 2-VP revealed a stronger bond to the template, such that a total interaction is observed. Non-imprinted polymers as control were prepared and showed no binding affinities for Fmoc-3NT. The results are indicative of the importance of ionic bonds formed between the -OH residues of the template molecule and the pyridinyl groups of the polymer matrix. In conclusion, 2-VP assists to create a cavity which allows better access to the analytes.</description><subject>Acrylamides - chemistry</subject><subject>Acrylates - chemistry</subject><subject>Amino acids</subject><subject>Amino Acids - chemical synthesis</subject><subject>Amino Acids - chemistry</subject><subject>Amino Acids - isolation & purification</subject><subject>Binding sites</subject><subject>Chemical bonds</subject><subject>Experiments</subject><subject>Kinetics</subject><subject>Methacrylates - chemistry</subject><subject>Molecular Imprinting</subject><subject>Polymers</subject><subject>Polymers - chemistry</subject><subject>Pyridines - chemistry</subject><subject>Spectrum analysis</subject><subject>Tyrosine - analogs & derivatives</subject><subject>Tyrosine - chemical synthesis</subject><subject>Tyrosine - chemistry</subject><subject>Tyrosine - isolation & purification</subject><issn>1422-0067</issn><issn>1661-6596</issn><issn>1422-0067</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>8G5</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><sourceid>GUQSH</sourceid><sourceid>M2O</sourceid><recordid>eNpdkc1r3DAQxUVoSNIkt5yLoIdeuolGWln2pRBCPwKBHLJ3IVujXW1laSvZAf_3dcgmbHuagfnN4z0eIVfAroVo2I3f9gU4E6CEPCJnsOR8wVilPhzsp-RjKVvGuOCyOSGnHColGmjOyO-nKQ4bLL7Q5GifAnZjMDlM1Pe77OOAlu5SmHrMhbqUqel9TNR03lKL2T-bAQttJzoWH9fUeucwYxyoG2M3-BRNmFVjevm_IMfOhIKX-3lOVj--r-5-LR4ef97f3T4suqVSw0I0trMWTM1VbYzgdQvcCecqCVghkyBryUC51jQWOUCDVtRKtkvLuDVcnJNvr7K7se3RdrObbIKe0_QmTzoZr_-9RL_R6_SsBQBUgs0CX_YCOf0ZsQy696XDEEzENBZdKw6CSbacyc__kds05jlz0SB5xZhQdTVTX1-pLqdSMrp3L8D0S4f6sMMZ_3To_x1-K038BWHdmtE</recordid><startdate>20110307</startdate><enddate>20110307</enddate><creator>Scorrano, Sonia</creator><creator>Mergola, Lucia</creator><creator>Del Sole, Roberta</creator><creator>Vasapollo, Giuseppe</creator><general>MDPI AG</general><general>Molecular Diversity Preservation International (MDPI)</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>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>8G5</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>M2O</scope><scope>MBDVC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>Q9U</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20110307</creationdate><title>Synthesis of molecularly imprinted polymers for amino acid derivates by using different functional monomers</title><author>Scorrano, Sonia ; Mergola, Lucia ; Del Sole, Roberta ; Vasapollo, Giuseppe</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c477t-39dcdd1a8278aa328b12f3ff651e6e051585017fba9de2119ed3875b4d02da23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Acrylamides - chemistry</topic><topic>Acrylates - chemistry</topic><topic>Amino acids</topic><topic>Amino Acids - chemical synthesis</topic><topic>Amino Acids - chemistry</topic><topic>Amino Acids - isolation & purification</topic><topic>Binding sites</topic><topic>Chemical bonds</topic><topic>Experiments</topic><topic>Kinetics</topic><topic>Methacrylates - chemistry</topic><topic>Molecular Imprinting</topic><topic>Polymers</topic><topic>Polymers - chemistry</topic><topic>Pyridines - chemistry</topic><topic>Spectrum analysis</topic><topic>Tyrosine - analogs & derivatives</topic><topic>Tyrosine - chemical synthesis</topic><topic>Tyrosine - chemistry</topic><topic>Tyrosine - isolation & purification</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Scorrano, Sonia</creatorcontrib><creatorcontrib>Mergola, Lucia</creatorcontrib><creatorcontrib>Del Sole, Roberta</creatorcontrib><creatorcontrib>Vasapollo, Giuseppe</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Research Library (Alumni Edition)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>Research Library Prep</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Research Library</collection><collection>Research Library (Corporate)</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>International journal of molecular sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Scorrano, Sonia</au><au>Mergola, Lucia</au><au>Del Sole, Roberta</au><au>Vasapollo, Giuseppe</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of molecularly imprinted polymers for amino acid derivates by using different functional monomers</atitle><jtitle>International journal of molecular sciences</jtitle><addtitle>Int J Mol Sci</addtitle><date>2011-03-07</date><risdate>2011</risdate><volume>12</volume><issue>3</issue><spage>1735</spage><epage>1743</epage><pages>1735-1743</pages><issn>1422-0067</issn><issn>1661-6596</issn><eissn>1422-0067</eissn><abstract>Fmoc-3-nitrotyrosine (Fmoc-3-NT) molecularly imprinted polymers (MIPs) were synthesized to understand the influence of several functional monomers on the efficiency of the molecular imprinting process. Acidic, neutral and basic functional monomers, such as acrylic acid (AA), methacrylic acid (MAA), methacrylamide (MAM), 2-vinylpyridine (2-VP), 4-vinylpyridine (4-VP), have been used to synthesize five different polymers. In this study, the MIPs were tested in batch experiments by UV-visible spectroscopy in order to evaluate their binding properties. The MIP prepared with 2-VP exhibited the highest binding affinity for Fmoc-3NT, for which Scatchard analysis the highest association constant (2.49 × 10(4) M(-1)) was obtained. Furthermore, titration experiments of Fmoc-3NT into acetonitrile solutions of 2-VP revealed a stronger bond to the template, such that a total interaction is observed. Non-imprinted polymers as control were prepared and showed no binding affinities for Fmoc-3NT. The results are indicative of the importance of ionic bonds formed between the -OH residues of the template molecule and the pyridinyl groups of the polymer matrix. In conclusion, 2-VP assists to create a cavity which allows better access to the analytes.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>21673919</pmid><doi>10.3390/ijms12031735</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | International journal of molecular sciences, 2011-03, Vol.12 (3), p.1735-1743 |
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| subjects | Acrylamides - chemistry Acrylates - chemistry Amino acids Amino Acids - chemical synthesis Amino Acids - chemistry Amino Acids - isolation & purification Binding sites Chemical bonds Experiments Kinetics Methacrylates - chemistry Molecular Imprinting Polymers Polymers - chemistry Pyridines - chemistry Spectrum analysis Tyrosine - analogs & derivatives Tyrosine - chemical synthesis Tyrosine - chemistry Tyrosine - isolation & purification |
| title | Synthesis of molecularly imprinted polymers for amino acid derivates by using different functional monomers |
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