Controlled coupling of aminoglycoside antibiotics to proteins for use in homogeneous enzyme immunoassays

Selective N-acylation of aminoglycoside antibiotics with the N-hydroxysuccinimide ester of methyldithioacetic acid, followed by reaction with methanethiol or dithioerythritol, gives sulfhydryl labeled antibiotics. Alternatively, the nucleophilic sulfhydryl group is incorporated into an antibiotic by...

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Veröffentlicht in:	Canadian journal of chemistry 1984-01, Vol.62 (11), p.2471-2477
Hauptverfasser:	Singh, Prithipal, Pirio, Marcel, Leung, Danton K, Tsay, Yuh-Geng
Format:	Artikel
Sprache:	eng
Schlagworte:	acylation aminoglycoside antibiotics Applied sciences enzyme immunoassay Exact sciences and technology Other techniques and industries proteins
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container_title	Canadian journal of chemistry
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creator	Singh, Prithipal Pirio, Marcel Leung, Danton K Tsay, Yuh-Geng
description	Selective N-acylation of aminoglycoside antibiotics with the N-hydroxysuccinimide ester of methyldithioacetic acid, followed by reaction with methanethiol or dithioerythritol, gives sulfhydryl labeled antibiotics. Alternatively, the nucleophilic sulfhydryl group is incorporated into an antibiotic by treatment with N-acetyl-d,l-homocysteine thiolactone. These derivatives couple readily with proteins that have previously been modified with bromoacetylglycyl groups to provide conjugates for use in the development of homogeneous enzyme immunoassays.
doi_str_mv	10.1139/v84-425
format	Article
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Alternatively, the nucleophilic sulfhydryl group is incorporated into an antibiotic by treatment with N-acetyl-d,l-homocysteine thiolactone. 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These derivatives couple readily with proteins that have previously been modified with bromoacetylglycyl groups to provide conjugates for use in the development of homogeneous enzyme immunoassays.</description><subject>acylation</subject><subject>aminoglycoside antibiotics</subject><subject>Applied sciences</subject><subject>enzyme immunoassay</subject><subject>Exact sciences and technology</subject><subject>Other techniques and industries</subject><subject>proteins</subject><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1984</creationdate><recordtype>article</recordtype><recordid>eNp90MtKxDAUBuAgCo6j-ApZyAhCNbdO26UM3mDAja5LmstMpE1qTivUpzc6gztdHc7h4-fwI3ROyTWlvLr5KEUmWH6AZlSUJOOsoodoRggpM0EEO0YnAG9pLQjLZ2i7Cn6IoW2NxiqMfev8BgeLZed82LSTCuC0wdIPrnFhcArwEHAfw2CcB2xDxCMY7Dzehi5sjDdhBGz859Sla9eNPkgAOcEpOrKyBXO2n3P0en_3snrM1s8PT6vbdaa4qIZMVppqq0wlKl7RnDPCBWWKG6oEq6RuSmaUTEI1QjRFISUttCW0yZlmy5zzOVrsctOP76OBoe4cKNO28ue1mgpSFMtSJHi5gyoGgGhs3UfXyTjVlNTfTdapyTo1meTFPlKCkq2N0isHv7wsuSBLktjVjvmoogEjo9r-k7n4G-9R3WvLvwB9KpFL</recordid><startdate>19840101</startdate><enddate>19840101</enddate><creator>Singh, Prithipal</creator><creator>Pirio, Marcel</creator><creator>Leung, Danton K</creator><creator>Tsay, Yuh-Geng</creator><general>NRC Research Press</general><general>National Research Council of Canada</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7T5</scope><scope>C1K</scope><scope>H94</scope></search><sort><creationdate>19840101</creationdate><title>Controlled coupling of aminoglycoside antibiotics to proteins for use in homogeneous enzyme immunoassays</title><author>Singh, Prithipal ; Pirio, Marcel ; Leung, Danton K ; Tsay, Yuh-Geng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c349t-a9d1dfce94939153203412c3e1c429adb82ecadfccb44b77aa17df01b52d26533</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1984</creationdate><topic>acylation</topic><topic>aminoglycoside antibiotics</topic><topic>Applied sciences</topic><topic>enzyme immunoassay</topic><topic>Exact sciences and technology</topic><topic>Other techniques and industries</topic><topic>proteins</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Singh, Prithipal</creatorcontrib><creatorcontrib>Pirio, Marcel</creatorcontrib><creatorcontrib>Leung, Danton K</creatorcontrib><creatorcontrib>Tsay, Yuh-Geng</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Immunology Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>AIDS and Cancer Research Abstracts</collection><jtitle>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Singh, Prithipal</au><au>Pirio, Marcel</au><au>Leung, Danton K</au><au>Tsay, Yuh-Geng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Controlled coupling of aminoglycoside antibiotics to proteins for use in homogeneous enzyme immunoassays</atitle><jtitle>Canadian journal of chemistry</jtitle><addtitle>Revue canadienne de chimie</addtitle><date>1984-01-01</date><risdate>1984</risdate><volume>62</volume><issue>11</issue><spage>2471</spage><epage>2477</epage><pages>2471-2477</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><coden>CJCHAG</coden><abstract>Selective N-acylation of aminoglycoside antibiotics with the N-hydroxysuccinimide ester of methyldithioacetic acid, followed by reaction with methanethiol or dithioerythritol, gives sulfhydryl labeled antibiotics. Alternatively, the nucleophilic sulfhydryl group is incorporated into an antibiotic by treatment with N-acetyl-d,l-homocysteine thiolactone. These derivatives couple readily with proteins that have previously been modified with bromoacetylglycyl groups to provide conjugates for use in the development of homogeneous enzyme immunoassays.</abstract><cop>Ottawa, Canada</cop><pub>NRC Research Press</pub><doi>10.1139/v84-425</doi><tpages>7</tpages></addata></record>
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subjects	acylation aminoglycoside antibiotics Applied sciences enzyme immunoassay Exact sciences and technology Other techniques and industries proteins
title	Controlled coupling of aminoglycoside antibiotics to proteins for use in homogeneous enzyme immunoassays
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