{"id":"https://openalex.org/W2129193495","doi":"https://doi.org/10.1039/c4ra04784b","title":"The synthesis and structural characterization of both diastereomers of 5\u2032-(hydroxymethyl)-6,5\u2032-cyclo-2\u2032,5\u2032-dideoxyuridine cyclonucleosides","display_name":"The synthesis and structural characterization of both diastereomers of 5\u2032-(hydroxymethyl)-6,5\u2032-cyclo-2\u2032,5\u2032-dideoxyuridine cyclonucleosides","publication_year":2014,"publication_date":"2014-07-01","ids":{"openalex":"https://openalex.org/W2129193495","doi":"https://doi.org/10.1039/c4ra04784b","mag":"2129193495"},"language":"en","primary_location":{"id":"doi:10.1039/c4ra04784b","doi":"https://doi.org/10.1039/c4ra04784b","is_oa":false,"landing_page_url":"https://doi.org/10.1039/c4ra04784b","pdf_url":null,"source":{"id":"https://openalex.org/S2481244646","display_name":"RSC Advances","issn_l":"2046-2069","issn":["2046-2069"],"is_oa":false,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","doaj","dongbi-c","jufo-1","ki-jl-1","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"RSC Advances","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"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/A5046047269","display_name":"Hongchuan Yu","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I103531236","display_name":"Boston College","ror":"https://ror.org/02n2fzt79","country_code":"US","type":"education","lineage":["https://openalex.org/I103531236"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Hongchuan Yu","raw_affiliation_strings":["Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street, Chestnut Hill, MA 02467, USA","Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street Chestnut Hill,,USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street, Chestnut Hill, MA 02467, USA","institution_ids":["https://openalex.org/I103531236"]},{"raw_affiliation_string":"Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street Chestnut Hill,,USA","institution_ids":["https://openalex.org/I103531236"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5058996991","display_name":"Mark K. Schlegel","orcid":"https://orcid.org/0000-0002-0127-608X","observed_orcids":["https://orcid.org/0000-0002-0127-608X"]},"institutions":[{"id":"https://openalex.org/I103531236","display_name":"Boston College","ror":"https://ror.org/02n2fzt79","country_code":"US","type":"education","lineage":["https://openalex.org/I103531236"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Mark K. Schlegel","raw_affiliation_strings":["Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street, Chestnut Hill, MA 02467, USA","Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street Chestnut Hill,,USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street, Chestnut Hill, MA 02467, USA","institution_ids":["https://openalex.org/I103531236"]},{"raw_affiliation_string":"Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street Chestnut Hill,,USA","institution_ids":["https://openalex.org/I103531236"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5033260170","display_name":"Larry W. McLaughlin","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I103531236","display_name":"Boston College","ror":"https://ror.org/02n2fzt79","country_code":"US","type":"education","lineage":["https://openalex.org/I103531236"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Larry W. McLaughlin","raw_affiliation_strings":["Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street, Chestnut Hill, MA 02467, USA","Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street Chestnut Hill,,USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street, Chestnut Hill, MA 02467, USA","institution_ids":["https://openalex.org/I103531236"]},{"raw_affiliation_string":"Boston College, Department of Chemistry, Merkert Chemistry Center, 2609 Beacon Street Chestnut Hill,,USA","institution_ids":["https://openalex.org/I103531236"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5033260170"],"corresponding_institution_ids":["https://openalex.org/I103531236"],"apc_list":{"value":850,"currency":"GBP","value_usd":1042},"apc_paid":null,"fwci":0.0,"has_fulltext":false,"cited_by_count":2,"citation_normalized_percentile":{"value":0.0,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"4","issue":"61","first_page":"32588","last_page":"32588"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10432","display_name":"DNA and Nucleic Acid Chemistry","score":0.9907000064849854,"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":0.9907000064849854,"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/T10526","display_name":"HIV/AIDS drug development and treatment","score":0.005799999926239252,"subfield":{"id":"https://openalex.org/subfields/2725","display_name":"Infectious Diseases"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.00039999998989515007,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/cyclonucleosides","display_name":"cyclonucleosides","score":0.8529999852180481},{"id":"https://openalex.org/keywords/diastereomers","display_name":"diastereomers","score":0.8489999771118164},{"id":"https://openalex.org/keywords/crystal-structure","display_name":"crystal structure","score":0.7979999780654907},{"id":"https://openalex.org/keywords/nucleoside-conformation","display_name":"nucleoside conformation","score":0.7829999923706055},{"id":"https://openalex.org/keywords/automated-oligonucleotide-synthesis","display_name":"automated oligonucleotide synthesis","score":0.8820000290870667}],"concepts":[{"id":"https://openalex.org/C138716334","wikidata":"https://www.wikidata.org/wiki/Q268477","display_name":"Diastereomer","level":2,"score":0.7803620100021362},{"id":"https://openalex.org/C2780591741","wikidata":"https://www.wikidata.org/wiki/Q899405","display_name":"Hydroxymethyl","level":2,"score":0.774958610534668},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.7257082462310791},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7194515466690063},{"id":"https://openalex.org/C175156509","wikidata":"https://www.wikidata.org/wiki/Q1990218","display_name":"Cleavage (geology)","level":3,"score":0.6352964639663696},{"id":"https://openalex.org/C129312508","wikidata":"https://www.wikidata.org/wiki/Q133686","display_name":"Oligonucleotide","level":3,"score":0.6289283633232117},{"id":"https://openalex.org/C61234307","wikidata":"https://www.wikidata.org/wiki/Q422960","display_name":"Nucleobase","level":3,"score":0.6165187954902649},{"id":"https://openalex.org/C512185932","wikidata":"https://www.wikidata.org/wiki/Q28745","display_name":"Nucleotide","level":3,"score":0.5447595119476318},{"id":"https://openalex.org/C2777454769","wikidata":"https://www.wikidata.org/wiki/Q11172462","display_name":"Methylene","level":2,"score":0.4139575958251953},{"id":"https://openalex.org/C552990157","wikidata":"https://www.wikidata.org/wiki/Q7430","display_name":"DNA","level":2,"score":0.3636016845703125},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.08445048332214355},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.06859350204467773},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.06331366300582886},{"id":"https://openalex.org/C151730666","wikidata":"https://www.wikidata.org/wiki/Q7205","display_name":"Paleontology","level":1,"score":0.0},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.0},{"id":"https://openalex.org/C43369102","wikidata":"https://www.wikidata.org/wiki/Q2307625","display_name":"Fracture (geology)","level":2,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1039/c4ra04784b","doi":"https://doi.org/10.1039/c4ra04784b","is_oa":false,"landing_page_url":"https://doi.org/10.1039/c4ra04784b","pdf_url":null,"source":{"id":"https://openalex.org/S2481244646","display_name":"RSC Advances","issn_l":"2046-2069","issn":["2046-2069"],"is_oa":false,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","doaj","dongbi-c","jufo-1","ki-jl-1","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"RSC Advances","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":20,"referenced_works":["https://openalex.org/W1483558182","https://openalex.org/W1990465442","https://openalex.org/W1999205420","https://openalex.org/W2017319089","https://openalex.org/W2025375305","https://openalex.org/W2034666637","https://openalex.org/W2061822610","https://openalex.org/W2080644935","https://openalex.org/W2080678705","https://openalex.org/W2084886353","https://openalex.org/W2085388736","https://openalex.org/W2094884032","https://openalex.org/W2108185026","https://openalex.org/W2109439644","https://openalex.org/W2147559657","https://openalex.org/W2317838914","https://openalex.org/W2322699287","https://openalex.org/W2473154628","https://openalex.org/W2950727866","https://openalex.org/W2952510860"],"related_works":["https://openalex.org/W2034666637","https://openalex.org/W2109439644","https://openalex.org/W2950898916","https://openalex.org/W2026232357","https://openalex.org/W2103253047","https://openalex.org/W1483558182","https://openalex.org/W1987952194","https://openalex.org/W2080678705","https://openalex.org/W7161941544","https://openalex.org/W2084886353"],"abstract_inverted_index":{"A":[0],"concise":[1],"synthesis":[2],"of":[3,7,14,25,35,61,94],"both":[4],"C5\u2032":[5,31],"diastereomers":[6],"5\u2032-(hydroxymethyl)-6,5\u2032-cyclo-2\u2032,5\u2032-dideoxyuridine":[8],"is":[9],"presented.":[10],"Individual":[11],"crystal":[12],"structures":[13],"the":[15,23,30,38,41,82,92],"fully":[16],"deprotected":[17],"S-":[18],"and":[19,32,43],"R-stereoisomers":[20],"indicate":[21],"that":[22,51],"addition":[24],"a":[26,49,87],"methylene":[27],"group":[28],"between":[29,40],"O5\u2032":[33],"positions":[34],"6,5\u2032-cyclo-2\u2032-deoxyuridine":[36],"increases":[37],"distance":[39],"nucleobase":[42],"backbone.":[44],"The":[45],"resulting":[46],"nucleosides":[47],"adopt":[48],"conformation":[50],"more":[52],"closely":[53],"mimics":[54],"A-form":[55],"rather":[56],"than":[57],"B-form":[58],"nucleotides.":[59],"Nucleotides":[60],"5\u2032(R)-(hydroxymethyl)-6,5\u2032-cyclo-2\u2032,5\u2032-dideoxyuridine":[62],"were":[63,75],"successfully":[64],"incorporated":[65],"into":[66],"DNA":[67],"oligonucleotides":[68,74],"during":[69],"automated":[70],"synthesis,":[71],"but":[72],"full-length":[73],"not":[76],"obtained":[77],"after":[78],"post-synthetic":[79],"cleavage":[80,90],"from":[81],"solid":[83],"support":[84],"due":[85],"to":[86],"base-catalyzed":[88],"strand":[89],"at":[91],"site":[93],"insertion.":[95]},"counts_by_year":[{"year":2023,"cited_by_count":1},{"year":2020,"cited_by_count":1}],"updated_date":"2026-11-13T13:42:25.865203","created_date":"2016-06-24T00:00:00"}
