{"id":"https://openalex.org/W2007637763","doi":"https://doi.org/10.1111/j.1399-3011.1990.tb00081.x","title":"Practical approach to solid\u2010phase synthesis of C\u2010terminal peptide amides under mild conditions based on a photolysable anchoring linkage1","display_name":"Practical approach to solid\u2010phase synthesis of C\u2010terminal peptide amides under mild conditions based on a photolysable anchoring linkage1","publication_year":1990,"publication_date":"1990-07-01","ids":{"openalex":"https://openalex.org/W2007637763","doi":"https://doi.org/10.1111/j.1399-3011.1990.tb00081.x","mag":"2007637763","pmid":"https://pubmed.ncbi.nlm.nih.gov/2401599"},"language":"en","primary_location":{"id":"doi:10.1111/j.1399-3011.1990.tb00081.x","doi":"https://doi.org/10.1111/j.1399-3011.1990.tb00081.x","is_oa":false,"landing_page_url":"https://doi.org/10.1111/j.1399-3011.1990.tb00081.x","pdf_url":null,"source":{"id":"https://openalex.org/S4210190181","display_name":"International journal of peptide & protein research","issn_l":"0367-8377","issn":["0367-8377"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":["poland-20"],"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":"International Journal of Peptide and Protein Research","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"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/A5103397031","display_name":"Robert P. Hammer","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I130238516","display_name":"University of Minnesota","ror":"https://ror.org/017zqws13","country_code":"US","type":"education","lineage":["https://openalex.org/I130238516"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"ROBERT P. HAMMER","raw_affiliation_strings":["Department of Chemistry, University of Minnesota, Minneapolis"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Minnesota, Minneapolis","institution_ids":["https://openalex.org/I130238516"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5013551382","display_name":"Fernando Alber\u00edcio","orcid":"https://orcid.org/0000-0002-8946-0462","observed_orcids":["https://orcid.org/0000-0002-8946-0462","https://orcid.org/0000-0003-0158-870X"]},"institutions":[{"id":"https://openalex.org/I130238516","display_name":"University of Minnesota","ror":"https://ror.org/017zqws13","country_code":"US","type":"education","lineage":["https://openalex.org/I130238516"]},{"id":"https://openalex.org/I71999127","display_name":"Universitat de Barcelona","ror":"https://ror.org/021018s57","country_code":"ES","type":"education","lineage":["https://openalex.org/I71999127"]}],"countries":["ES","US"],"is_corresponding":false,"raw_author_name":"FERNANDO ALBERICIO","raw_affiliation_strings":["Department of Chemistry, University of Minnesota, Minneapolis, MN, USA","Permanent address: Department of Organic Chemistry, University of Barcelona, 08028-Barcelona, Spain"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Minnesota, Minneapolis, MN, USA","institution_ids":["https://openalex.org/I130238516"]},{"raw_affiliation_string":"Permanent address: Department of Organic Chemistry, University of Barcelona, 08028-Barcelona, Spain","institution_ids":["https://openalex.org/I71999127"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5001163609","display_name":"Lajos Gera","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I130238516","display_name":"University of Minnesota","ror":"https://ror.org/017zqws13","country_code":"US","type":"education","lineage":["https://openalex.org/I130238516"]},{"id":"https://openalex.org/I921990950","display_name":"University of Colorado Denver","ror":"https://ror.org/02hh7en24","country_code":"US","type":"education","lineage":["https://openalex.org/I921990950"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"LAJOS GERA","raw_affiliation_strings":["Department of Biochemistry, University of Colorado Health Sciences Center, Denver, Colorado, USA","Department of Chemistry, University of Minnesota, Minneapolis, MN, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Biochemistry, University of Colorado Health Sciences Center, Denver, Colorado, USA","institution_ids":["https://openalex.org/I921990950"]},{"raw_affiliation_string":"Department of Chemistry, University of Minnesota, Minneapolis, MN, USA","institution_ids":["https://openalex.org/I130238516"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5019782256","display_name":"George B\u00e1r\u00e1ny","orcid":"https://orcid.org/0000-0002-6373-2706","observed_orcids":["https://orcid.org/0000-0002-6373-2706"]},"institutions":[{"id":"https://openalex.org/I130238516","display_name":"University of Minnesota","ror":"https://ror.org/017zqws13","country_code":"US","type":"education","lineage":["https://openalex.org/I130238516"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"GEORGE BARANY","raw_affiliation_strings":["Department of Chemistry, University of Minnesota, Minneapolis, MN, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Minnesota, Minneapolis, MN, USA","institution_ids":["https://openalex.org/I130238516"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5019782256"],"corresponding_institution_ids":["https://openalex.org/I130238516"],"apc_list":null,"apc_paid":null,"fwci":5.7313,"has_fulltext":false,"cited_by_count":70,"citation_normalized_percentile":{"value":0.9747036,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":88,"max":96},"biblio":{"volume":"36","issue":"1","first_page":"31","last_page":"45"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10911","display_name":"Chemical Synthesis and Analysis","score":1.0,"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/T10911","display_name":"Chemical Synthesis and Analysis","score":1.0,"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/T13326","display_name":"Biochemical and Structural Characterization","score":0.0,"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/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.0,"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/solid-phase-peptide-synthesis","display_name":"solid-phase peptide synthesis","score":0.9649999737739563},{"id":"https://openalex.org/keywords/boc-protecting-group","display_name":"Boc protecting group","score":0.609000027179718},{"id":"https://openalex.org/keywords/fmoc-protecting-group","display_name":"Fmoc protecting group","score":0.9869999885559082},{"id":"https://openalex.org/keywords/trifluoroacetyl-protecting-group","display_name":"trifluoroacetyl protecting group","score":0.8759999871253967}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7294145822525024},{"id":"https://openalex.org/C2779281246","wikidata":"https://www.wikidata.org/wiki/Q172847","display_name":"Peptide","level":2,"score":0.7241284847259521},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.6813544034957886},{"id":"https://openalex.org/C2778439535","wikidata":"https://www.wikidata.org/wiki/Q188777","display_name":"Amide","level":2,"score":0.670920193195343},{"id":"https://openalex.org/C2781338088","wikidata":"https://www.wikidata.org/wiki/Q903495","display_name":"Residue (chemistry)","level":2,"score":0.5550883412361145},{"id":"https://openalex.org/C2779809887","wikidata":"https://www.wikidata.org/wiki/Q14864278","display_name":"Peptide synthesis","level":3,"score":0.54759281873703},{"id":"https://openalex.org/C515207424","wikidata":"https://www.wikidata.org/wiki/Q8066","display_name":"Amino acid","level":2,"score":0.5023138523101807},{"id":"https://openalex.org/C2778844314","wikidata":"https://www.wikidata.org/wiki/Q191700","display_name":"Benzoic acid","level":2,"score":0.48130762577056885},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.4468209445476532},{"id":"https://openalex.org/C2994376932","wikidata":"https://www.wikidata.org/wiki/Q735188","display_name":"Amino acid residue","level":4,"score":0.44283390045166016},{"id":"https://openalex.org/C2776469878","wikidata":"https://www.wikidata.org/wiki/Q2026994","display_name":"Solid-phase synthesis","level":3,"score":0.43893763422966003},{"id":"https://openalex.org/C167625842","wikidata":"https://www.wikidata.org/wiki/Q899763","display_name":"Peptide sequence","level":3,"score":0.3143618702888489},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.23856613039970398},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.06692099571228027},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D000577","descriptor_name":"Amides","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D010455","descriptor_name":"Peptides","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D010782","descriptor_name":"Photolysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1111/j.1399-3011.1990.tb00081.x","doi":"https://doi.org/10.1111/j.1399-3011.1990.tb00081.x","is_oa":false,"landing_page_url":"https://doi.org/10.1111/j.1399-3011.1990.tb00081.x","pdf_url":null,"source":{"id":"https://openalex.org/S4210190181","display_name":"International journal of peptide & protein research","issn_l":"0367-8377","issn":["0367-8377"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":["poland-20"],"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":"International Journal of Peptide and Protein Research","raw_type":"journal-article"},{"id":"pmid:2401599","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/2401599","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":"International journal of peptide and protein research","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G2769699375","display_name":"IMPROVED HANDLES FOR SOLID PHASE PEPTIDE SYNTHESIS","funder_award_id":"R01GM042722","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G593118455","display_name":"NEW MILD PROTECTION STRATEGIES FOR PEPTIDE SYNTHESIS","funder_award_id":"R01GM028934","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":51,"referenced_works":["https://openalex.org/W1972274907","https://openalex.org/W1972636799","https://openalex.org/W1983589435","https://openalex.org/W1985274757","https://openalex.org/W1987588217","https://openalex.org/W1990332976","https://openalex.org/W1998445916","https://openalex.org/W2001560874","https://openalex.org/W2003867383","https://openalex.org/W2004610998","https://openalex.org/W2005770393","https://openalex.org/W2008546617","https://openalex.org/W2010954863","https://openalex.org/W2012982906","https://openalex.org/W2013338453","https://openalex.org/W2016298859","https://openalex.org/W2016720033","https://openalex.org/W2018700779","https://openalex.org/W2025409612","https://openalex.org/W2027391297","https://openalex.org/W2032763514","https://openalex.org/W2033262530","https://openalex.org/W2038737075","https://openalex.org/W2041873149","https://openalex.org/W2054471160","https://openalex.org/W2058376442","https://openalex.org/W2062535360","https://openalex.org/W2067498296","https://openalex.org/W2075561516","https://openalex.org/W2075663982","https://openalex.org/W2077889978","https://openalex.org/W2082387938","https://openalex.org/W2083819815","https://openalex.org/W2094301450","https://openalex.org/W2136617104","https://openalex.org/W2149664145","https://openalex.org/W2315638565","https://openalex.org/W2319394066","https://openalex.org/W2320556745","https://openalex.org/W2320899804","https://openalex.org/W2323770717","https://openalex.org/W2327153131","https://openalex.org/W2330184825","https://openalex.org/W2331165206","https://openalex.org/W2338988513","https://openalex.org/W2343553064","https://openalex.org/W2943076474","https://openalex.org/W3004426863","https://openalex.org/W3027294608","https://openalex.org/W3215286494","https://openalex.org/W4243203690"],"related_works":["https://openalex.org/W2016720033","https://openalex.org/W345523309","https://openalex.org/W2123992740","https://openalex.org/W2037181675","https://openalex.org/W2147948929","https://openalex.org/W1987588217","https://openalex.org/W2051592454","https://openalex.org/W2953263231","https://openalex.org/W4414065110","https://openalex.org/W2010836469"],"abstract_inverted_index":{"Several":[0],"3-nitro-4-(N-protected":[1],"aminomethyl)benzoic":[2],"acids;":[3],"with":[4,112],"protection":[5],"provided":[6,68],"by":[7,22],"tert.-butyloxycarbonyl":[8],"(Boc),":[9],"9-fluorenylmethyloxycarbonyl":[10],"(Fmoc),":[11],"trifluoroacetyl":[12],"(Tfa),":[13],"dithiasuccinoyl":[14],"(Dts),":[15],"or":[16],"phthaloyl":[17],"(Phth),":[18],"have":[19],"been":[20],"prepared":[21],"reproducible":[23],"routes.":[24],"Synthesis":[25],"of":[26,61],"Dts-handle":[27],"6":[28],"illustrates":[29],"some":[30],"particularly":[31],"novel":[32],"and":[33,36,46,97,116,120],"efficient":[34],"chemistry,":[35],"is":[37],"preferred":[38],"over":[39],"more":[40],"intricate":[41],"routes":[42],"to":[43,58,106],"Boc-handle":[44],"3":[45],"Fmoc-handle":[47],"4.":[48],"The":[49,77],"five":[50],"handles":[51,113],"were":[52,124],"each":[53],"evaluated":[54],"for":[55,73],"their":[56],"application":[57],"the":[59,86,99,108],"synthesis":[60],"peptide":[62,74,122],"amides.":[63],"Coupling":[64],"onto":[65],"amino-functionalized":[66],"supports":[67],"a":[69],"general":[70],"starting":[71],"point":[72],"chain":[75],"assembly.":[76],"handle":[78],"amino":[79],"function":[80],"was":[81,89,103],"deblocked":[82],"(Boc,":[83],"Fmoc,":[84],"Dts),":[85],"C-terminal":[87],"residue":[88],"coupled":[90],"as":[91],"its":[92],"N":[93],"alpha-protected":[94],"free":[95,119],"acid,":[96],"ultimately":[98],"ortho-nitrobenzylamide":[100],"anchorage":[101],"linkage":[102],"cleaved":[104],"photolytically":[105],"give":[107],"corresponding":[109],"amide.":[110],"Starting":[111],"3,":[114],"4,":[115],"6,":[117],"several":[118],"protected":[121],"amides":[123],"synthesized.":[125]},"counts_by_year":[{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":2},{"year":2018,"cited_by_count":1},{"year":2015,"cited_by_count":2},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-06T12:05:46.655746","created_date":"2016-06-24T00:00:00"}