{"id":"https://openalex.org/W2100570951","doi":"https://doi.org/10.1080/15257770601052216","title":"Chemoselective Deprotection of \u03b1-Indole and Imidazole Ribonucleosides","display_name":"Chemoselective Deprotection of \u03b1-Indole and Imidazole Ribonucleosides","publication_year":2006,"publication_date":"2006-12-08","ids":{"openalex":"https://openalex.org/W2100570951","doi":"https://doi.org/10.1080/15257770601052216","mag":"2100570951","pmid":"https://pubmed.ncbi.nlm.nih.gov/17162582"},"language":"en","primary_location":{"id":"doi:10.1080/15257770601052216","doi":"https://doi.org/10.1080/15257770601052216","is_oa":false,"landing_page_url":"https://doi.org/10.1080/15257770601052216","pdf_url":null,"source":{"id":"https://openalex.org/S111464279","display_name":"Nucleosides Nucleotides & Nucleic Acids","issn_l":"1525-7770","issn":["1525-7770","1532-2335"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-d","jufo-1","ki-jl-1","medline","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Nucleosides, Nucleotides and Nucleic Acids","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5025052608","display_name":"Tilak Chandra","orcid":"https://orcid.org/0000-0002-6118-796X","observed_orcids":["https://orcid.org/0000-0002-6118-796X"]},"institutions":[{"id":"https://openalex.org/I4210106879","display_name":"Ohio University","ror":"https://ror.org/01jr3y717","country_code":"US","type":"education","lineage":["https://openalex.org/I4210106879"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Tilak Chandra","raw_affiliation_strings":["Department of Chemistry and Biochemistry, Ohio University, Athens, Ohio 45701-3132, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, Ohio University, Athens, Ohio 45701-3132, USA","institution_ids":["https://openalex.org/I4210106879"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5101408625","display_name":"Kenneth L. Brown","orcid":"https://orcid.org/0000-0002-0864-3110","observed_orcids":["https://orcid.org/0000-0002-0864-3110"]},"institutions":[{"id":"https://openalex.org/I4210106879","display_name":"Ohio University","ror":"https://ror.org/01jr3y717","country_code":"US","type":"education","lineage":["https://openalex.org/I4210106879"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Kenneth L. Brown","raw_affiliation_strings":["Department of Chemistry and Biochemistry, Ohio University, Athens, Ohio, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, Ohio University, Athens, Ohio, USA","institution_ids":["https://openalex.org/I4210106879"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I4210106879"],"apc_list":null,"apc_paid":null,"fwci":0.5628,"has_fulltext":false,"cited_by_count":8,"citation_normalized_percentile":{"value":0.59398378,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":93},"biblio":{"volume":"26","issue":"1","first_page":"1","last_page":"8"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10432","display_name":"DNA and Nucleic Acid Chemistry","score":0.9887999892234802,"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"}},"topics":[{"id":"https://openalex.org/T10432","display_name":"DNA and Nucleic Acid Chemistry","score":0.9887999892234802,"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/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.0026000000070780516,"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/T10521","display_name":"RNA and protein synthesis mechanisms","score":0.002199999988079071,"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/chemoselective-deprotection","display_name":"chemoselective deprotection","score":0.9950000047683716},{"id":"https://openalex.org/keywords/formic-acid","display_name":"formic acid","score":0.8410000205039978},{"id":"https://openalex.org/keywords/acid-catalyzed-deprotection","display_name":"acid-catalyzed deprotection","score":0.8100000023841858}],"concepts":[{"id":"https://openalex.org/C2777379063","wikidata":"https://www.wikidata.org/wiki/Q161233","display_name":"Formic acid","level":2,"score":0.8585857152938843},{"id":"https://openalex.org/C192527728","wikidata":"https://www.wikidata.org/wiki/Q1465700","display_name":"Indole test","level":2,"score":0.8290019631385803},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8137024641036987},{"id":"https://openalex.org/C2776844798","wikidata":"https://www.wikidata.org/wiki/Q34402","display_name":"Ribonucleoside","level":4,"score":0.7987465858459473},{"id":"https://openalex.org/C2780874372","wikidata":"https://www.wikidata.org/wiki/Q328692","display_name":"Imidazole","level":2,"score":0.781456708908081},{"id":"https://openalex.org/C2778484023","wikidata":"https://www.wikidata.org/wiki/Q415190","display_name":"Benzimidazole","level":2,"score":0.7698618173599243},{"id":"https://openalex.org/C118792377","wikidata":"https://www.wikidata.org/wiki/Q108584245","display_name":"Selectivity","level":3,"score":0.5021564960479736},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.443277508020401},{"id":"https://openalex.org/C66974803","wikidata":"https://www.wikidata.org/wiki/Q10359898","display_name":"Nuclear magnetic resonance spectroscopy","level":2,"score":0.41466689109802246},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.41339412331581116},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.38896840810775757},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.07888627052307129},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.05743986368179321},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.0},{"id":"https://openalex.org/C67705224","wikidata":"https://www.wikidata.org/wiki/Q11053","display_name":"RNA","level":3,"score":0.0}],"mesh":[{"descriptor_ui":"D005561","descriptor_name":"Formates","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D007093","descriptor_name":"Imidazoles","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D007211","descriptor_name":"Indoles","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D009682","descriptor_name":"Magnetic Resonance Spectroscopy","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D012263","descriptor_name":"Ribonucleosides","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D012263","descriptor_name":"Ribonucleosides","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013696","descriptor_name":"Temperature","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1080/15257770601052216","doi":"https://doi.org/10.1080/15257770601052216","is_oa":false,"landing_page_url":"https://doi.org/10.1080/15257770601052216","pdf_url":null,"source":{"id":"https://openalex.org/S111464279","display_name":"Nucleosides Nucleotides & Nucleic Acids","issn_l":"1525-7770","issn":["1525-7770","1532-2335"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-d","jufo-1","ki-jl-1","medline","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Nucleosides, Nucleotides and Nucleic Acids","raw_type":"journal-article"},{"id":"pmid:17162582","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/17162582","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":"Nucleosides, nucleotides & nucleic acids","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G5820771673","display_name":"Mechanism of Enzyme Mediated Activation of Coenzyme B12","funder_award_id":"R01GM048858","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":22,"referenced_works":["https://openalex.org/W1566080486","https://openalex.org/W1976100561","https://openalex.org/W1984590381","https://openalex.org/W1989199714","https://openalex.org/W2012493115","https://openalex.org/W2012595824","https://openalex.org/W2032354331","https://openalex.org/W2043861929","https://openalex.org/W2047448449","https://openalex.org/W2048036692","https://openalex.org/W2048464546","https://openalex.org/W2050350740","https://openalex.org/W2059128153","https://openalex.org/W2059504869","https://openalex.org/W2065750002","https://openalex.org/W2074702348","https://openalex.org/W2089919483","https://openalex.org/W2123613557","https://openalex.org/W2128978868","https://openalex.org/W2150351158","https://openalex.org/W2314763389","https://openalex.org/W2949215279"],"related_works":["https://openalex.org/W1985571203","https://openalex.org/W2949215279","https://openalex.org/W2123613557","https://openalex.org/W2106108406","https://openalex.org/W2542323982","https://openalex.org/W2048238813","https://openalex.org/W2059504869","https://openalex.org/W2084162458","https://openalex.org/W2044944574","https://openalex.org/W2320385693"],"abstract_inverted_index":{"A":[0],"series":[1],"of":[2,40,46,61,83],"2":[3,26,55,76],"',3":[4,27,56],"'-isopropylidene":[5],"and":[6,10,12,49,92],"5":[7,24,71],"'-trityl-protected":[8],"alpha-indole":[9,36,41],"alpha/beta-benzimidazole":[11],"imidazole":[13],"ribonucleosides":[14,42,64,85],"were":[15,86],"deprotected":[16],"with":[17,43,65,88],"different":[18],"acids.":[19],"Selectivity":[20],"was":[21],"achieved":[22],"for":[23],"'-versus":[25],"'-":[28],"deprotection":[29],"by":[30],"using":[31],"formic":[32,47],"acid":[33,48,68],"in":[34],"the":[35,62,66,70],"ribonucleoside":[37,73],"series.":[38],"Treatment":[39],"a":[44],"mixture":[45],"ether":[50],"at":[51],"room":[52],"temperature":[53],"afforded":[54,69],"'-deprotected":[57,72,79],"alpha-ribonucleosides,":[58],"whereas":[59],"treatment":[60],"alpha-benzimidazole":[63],"same":[67],"without":[74],"any":[75],"',":[77],"3":[78],"products.":[80],"The":[81],"structures":[82],"these":[84],"elucidated":[87],"2D":[89],"(NOESY,":[90],"COSY,":[91],"HMQC)":[93],"NMR":[94],"spectroscopy.":[95]},"counts_by_year":[{"year":2024,"cited_by_count":1},{"year":2014,"cited_by_count":1},{"year":2013,"cited_by_count":1}],"updated_date":"2026-11-06T12:05:46.655746","created_date":"2016-06-24T00:00:00"}