{"id":"https://openalex.org/W2100007283","doi":"https://doi.org/10.1002/anie.201306430","title":"Enzymatic \u201cClick\u201d Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S\u2010Transferase","display_name":"Enzymatic \u201cClick\u201d Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S\u2010Transferase","publication_year":2013,"publication_date":"2013-11-12","ids":{"openalex":"https://openalex.org/W2100007283","doi":"https://doi.org/10.1002/anie.201306430","mag":"2100007283","pmid":"https://pubmed.ncbi.nlm.nih.gov/24222025","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/3935385"},"language":"en","primary_location":{"id":"doi:10.1002/anie.201306430","doi":"https://doi.org/10.1002/anie.201306430","is_oa":false,"landing_page_url":"https://doi.org/10.1002/anie.201306430","pdf_url":null,"source":{"id":"https://openalex.org/S67393510","display_name":"Angewandte Chemie International Edition","issn_l":"1433-7851","issn":["1433-7851","1521-3773"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Angewandte Chemie International Edition","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"http://europepmc.org/articles/PMC3935385","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5100458146","display_name":"Chi Zhang","orcid":"https://orcid.org/0000-0001-9519-7456","observed_orcids":["https://orcid.org/0000-0001-9519-7456"]},"institutions":[{"id":"https://openalex.org/I63966007","display_name":"Massachusetts Institute of Technology","ror":"https://ror.org/042nb2s44","country_code":"US","type":"education","lineage":["https://openalex.org/I63966007"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Chi Zhang","raw_affiliation_strings":["Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)","institution_ids":["https://openalex.org/I63966007"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5084906314","display_name":"Alexander M. Spokoyny","orcid":"https://orcid.org/0000-0002-5683-6240","observed_orcids":["https://orcid.org/0000-0002-5683-6240"]},"institutions":[{"id":"https://openalex.org/I63966007","display_name":"Massachusetts Institute of Technology","ror":"https://ror.org/042nb2s44","country_code":"US","type":"education","lineage":["https://openalex.org/I63966007"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Alexander M. Spokoyny","raw_affiliation_strings":["Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)","institution_ids":["https://openalex.org/I63966007"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5058305210","display_name":"Yekui Zou","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I63966007","display_name":"Massachusetts Institute of Technology","ror":"https://ror.org/042nb2s44","country_code":"US","type":"education","lineage":["https://openalex.org/I63966007"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Yekui Zou","raw_affiliation_strings":["Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)","institution_ids":["https://openalex.org/I63966007"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5059730826","display_name":"Mark D. Simon","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I63966007","display_name":"Massachusetts Institute of Technology","ror":"https://ror.org/042nb2s44","country_code":"US","type":"education","lineage":["https://openalex.org/I63966007"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Mark D. Simon","raw_affiliation_strings":["Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)","institution_ids":["https://openalex.org/I63966007"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5021760386","display_name":"Bradley L. Pentelute","orcid":"https://orcid.org/0000-0002-7242-801X","observed_orcids":["https://orcid.org/0000-0002-7242-801X"]},"institutions":[{"id":"https://openalex.org/I63966007","display_name":"Massachusetts Institute of Technology","ror":"https://ror.org/042nb2s44","country_code":"US","type":"education","lineage":["https://openalex.org/I63966007"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Bradley L. Pentelute","raw_affiliation_strings":["Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, MA 02139 (USA)","institution_ids":["https://openalex.org/I63966007"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5021760386"],"corresponding_institution_ids":["https://openalex.org/I63966007"],"apc_list":{"value":5510,"currency":"USD","value_usd":5510},"apc_paid":null,"fwci":3.031,"has_fulltext":false,"cited_by_count":61,"citation_normalized_percentile":{"value":0.91180691,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":89,"max":99},"biblio":{"volume":"52","issue":"52","first_page":"14001","last_page":"14005"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11440","display_name":"Click Chemistry and Applications","score":0.975600004196167,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T11440","display_name":"Click Chemistry and Applications","score":0.975600004196167,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10911","display_name":"Chemical Synthesis and Analysis","score":0.007799999788403511,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T13326","display_name":"Biochemical and Structural Characterization","score":0.005499999970197678,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/glutathione-s-transferase","display_name":"glutathione S-transferase","score":0.9629999995231628},{"id":"https://openalex.org/keywords/enzymatic-ligation","display_name":"enzymatic ligation","score":0.7400000095367432},{"id":"https://openalex.org/keywords/click-chemistry","display_name":"click chemistry","score":0.8240000009536743},{"id":"https://openalex.org/keywords/cysteine-modification","display_name":"cysteine modification","score":0.8479999899864197},{"id":"https://openalex.org/keywords/site-specific-modification","display_name":"site-specific modification","score":0.7009999752044678},{"id":"https://openalex.org/keywords/polypeptides","display_name":"polypeptides","score":0.8230000138282776},{"id":"https://openalex.org/keywords/chemical-probes","display_name":"chemical probes","score":0.5120000243186951},{"id":"https://openalex.org/keywords/enzyme-catalysis","display_name":"enzyme catalysis","score":0.6269999742507935}],"concepts":[{"id":"https://openalex.org/C2779201268","wikidata":"https://www.wikidata.org/wiki/Q186474","display_name":"Cysteine","level":3,"score":0.8382797837257385},{"id":"https://openalex.org/C538909803","wikidata":"https://www.wikidata.org/wiki/Q116907","display_name":"Glutathione","level":3,"score":0.7706045508384705},{"id":"https://openalex.org/C69610077","wikidata":"https://www.wikidata.org/wiki/Q912270","display_name":"Click chemistry","level":2,"score":0.641308069229126},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.551964282989502},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.5125793814659119},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.47690272331237793},{"id":"https://openalex.org/C49853544","wikidata":"https://www.wikidata.org/wiki/Q206229","display_name":"Biomolecule","level":2,"score":0.46310991048812866},{"id":"https://openalex.org/C2776376580","wikidata":"https://www.wikidata.org/wiki/Q407355","display_name":"Transferase","level":3,"score":0.4255271255970001},{"id":"https://openalex.org/C2781338088","wikidata":"https://www.wikidata.org/wiki/Q903495","display_name":"Residue (chemistry)","level":2,"score":0.4196249842643738},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.4040919542312622},{"id":"https://openalex.org/C70721500","wikidata":"https://www.wikidata.org/wiki/Q177005","display_name":"Computational biology","level":1,"score":0.3503352105617523},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.34727829694747925},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.17711010575294495}],"mesh":[{"descriptor_ui":"D002384","descriptor_name":"Catalysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D003545","descriptor_name":"Cysteine","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D005982","descriptor_name":"Glutathione Transferase","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D006801","descriptor_name":"Humans","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D010455","descriptor_name":"Peptides","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011499","descriptor_name":"Protein Processing, Post-Translational","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D057930","descriptor_name":"Click Chemistry","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":4,"locations":[{"id":"doi:10.1002/anie.201306430","doi":"https://doi.org/10.1002/anie.201306430","is_oa":false,"landing_page_url":"https://doi.org/10.1002/anie.201306430","pdf_url":null,"source":{"id":"https://openalex.org/S67393510","display_name":"Angewandte Chemie International Edition","issn_l":"1433-7851","issn":["1433-7851","1521-3773"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Angewandte Chemie International Edition","raw_type":"journal-article"},{"id":"pmid:24222025","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/24222025","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Angewandte Chemie (International ed. in English)","raw_type":"Journal Article"},{"id":"pmh:oai:europepmc.org:3239109","doi":null,"is_oa":true,"landing_page_url":"http://europepmc.org/articles/PMC3935385","pdf_url":null,"source":{"id":"https://openalex.org/S4306400806","display_name":"Europe PMC (PubMed Central)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1303153112","host_organization_name":"European Bioinformatics Institute","host_organization_lineage":["https://openalex.org/I1303153112"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"","raw_type":"Text"},{"id":"pmh:oai:pubmedcentral.nih.gov:3935385","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3935385","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"Angew Chem Int Ed Engl","raw_type":"Text"}],"best_oa_location":{"id":"pmh:oai:europepmc.org:3239109","doi":null,"is_oa":true,"landing_page_url":"http://europepmc.org/articles/PMC3935385","pdf_url":null,"source":{"id":"https://openalex.org/S4306400806","display_name":"Europe PMC (PubMed Central)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1303153112","host_organization_name":"European Bioinformatics Institute","host_organization_lineage":["https://openalex.org/I1303153112"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"","raw_type":"Text"},"sustainable_development_goals":[],"sustainable_development_goals_aurora":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G1483833782","display_name":null,"funder_award_id":"GM101762","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G4317863024","display_name":null,"funder_award_id":"GM046059","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G6117545361","display_name":"CATALYTIC METHODS FOR ORGANIC SYNTHESIS","funder_award_id":"R37GM046059","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G7996675199","display_name":"Metal Catalyzed CN and CS Bond Forming Reactions for Bioconjugation Targets","funder_award_id":"F32GM101762","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G8993121024","display_name":"Catalytic Methods for Organic Synthesis","funder_award_id":"R01GM046059","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320337354","display_name":"National Institute of General Medical Sciences","ror":"https://ror.org/04q48ey07"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":68,"referenced_works":["https://openalex.org/W1625642974","https://openalex.org/W1662672367","https://openalex.org/W1787242221","https://openalex.org/W1963683058","https://openalex.org/W1964825857","https://openalex.org/W1970888612","https://openalex.org/W1973671987","https://openalex.org/W1978876482","https://openalex.org/W1982807734","https://openalex.org/W1989863077","https://openalex.org/W1990555660","https://openalex.org/W1998705721","https://openalex.org/W2007736465","https://openalex.org/W2011697808","https://openalex.org/W2016036293","https://openalex.org/W2016209612","https://openalex.org/W2021441691","https://openalex.org/W2023018411","https://openalex.org/W2027076724","https://openalex.org/W2028161249","https://openalex.org/W2031019580","https://openalex.org/W2031117172","https://openalex.org/W2041593863","https://openalex.org/W2045275149","https://openalex.org/W2048052878","https://openalex.org/W2055712556","https://openalex.org/W2057995838","https://openalex.org/W2062524026","https://openalex.org/W2063597962","https://openalex.org/W2069685762","https://openalex.org/W2074461690","https://openalex.org/W2078531329","https://openalex.org/W2088344136","https://openalex.org/W2090371323","https://openalex.org/W2090682502","https://openalex.org/W2094826641","https://openalex.org/W2102986054","https://openalex.org/W2113007722","https://openalex.org/W2116179149","https://openalex.org/W2122294447","https://openalex.org/W2122468718","https://openalex.org/W2124502694","https://openalex.org/W2128312954","https://openalex.org/W2130820294","https://openalex.org/W2134178604","https://openalex.org/W2136155687","https://openalex.org/W2137577190","https://openalex.org/W2148405034","https://openalex.org/W2156564718","https://openalex.org/W2158604380","https://openalex.org/W2158821132","https://openalex.org/W2162531353","https://openalex.org/W2166027129","https://openalex.org/W2166771133","https://openalex.org/W2169963615","https://openalex.org/W2170153648","https://openalex.org/W2238869770","https://openalex.org/W2320931493","https://openalex.org/W4211137189","https://openalex.org/W4213262935","https://openalex.org/W4238581030","https://openalex.org/W4239792147","https://openalex.org/W4240723544","https://openalex.org/W4245524317","https://openalex.org/W4245829305","https://openalex.org/W4249984318","https://openalex.org/W4251658274","https://openalex.org/W4256503849"],"related_works":["https://openalex.org/W4399687216","https://openalex.org/W2332165467","https://openalex.org/W2013788890","https://openalex.org/W2023394317","https://openalex.org/W4386780525","https://openalex.org/W1988752266","https://openalex.org/W2336348371","https://openalex.org/W1997760777","https://openalex.org/W1747649046","https://openalex.org/W4413691469"],"abstract_inverted_index":{"Singled":[0],"out":[1],"for":[2],"special":[3],"treatment:":[4],"Naturally":[5],"occurring":[6],"glutathione":[7,23],"S-transferase":[8],"(GST)":[9],"was":[10,43],"used":[11],"to":[12],"catalyze":[13],"an":[14,21],"efficient":[15],"\u201cclick\u201d":[16],"ligation":[17],"between":[18],"polypeptides":[19],"with":[20],"N-terminal":[22],"sequence":[24],"and":[25,53],"biomolecules":[26],"or":[27],"chemical":[28],"probes":[29],"containing":[30],"perfluorinated":[31],"aromatic":[32],"groups":[33],"(see":[34],"scheme).":[35],"The":[36],"site-specific":[37],"modification":[38],"of":[39,48],"one":[40],"cysteine":[41,51],"residue":[42],"possible":[44],"in":[45],"the":[46],"presence":[47],"other":[49],"unprotected":[50],"residues":[52],"reactive":[54],"functional":[55],"groups.":[56]},"counts_by_year":[{"year":2026,"cited_by_count":2},{"year":2025,"cited_by_count":4},{"year":2024,"cited_by_count":3},{"year":2022,"cited_by_count":4},{"year":2021,"cited_by_count":2},{"year":2020,"cited_by_count":2},{"year":2019,"cited_by_count":4},{"year":2018,"cited_by_count":11},{"year":2017,"cited_by_count":9},{"year":2016,"cited_by_count":10},{"year":2015,"cited_by_count":6},{"year":2014,"cited_by_count":3},{"year":2013,"cited_by_count":1}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}