{"doi":"10.1016/j.bmcl.2013.06.095","title":"Native chemical ligation derived method for recombinant peptide/protein C-terminal amidation","abstract":null,"journal":"Bioorganic & Medicinal Chemistry Letters","year":2013,"id":597398,"datarank":0.24141568686511508,"base_score":1.6094379124341003,"endowment":1.6094379124341003,"self_citation_contribution":0.24141568686511508,"citation_network_contribution":0.0,"self_endowment_contribution":0.24141568686511508,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":4,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":null,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":null,"fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":1530499,"name":"Gary Luo","orcid":null,"position":1,"is_corresponding":false},{"id":1530501,"name":"Swetha Neravetla","orcid":null,"position":2,"is_corresponding":false},{"id":311160,"name":"Soumitra S. Ghosh","orcid":"0000-0002-7405-0436","position":3,"is_corresponding":false},{"id":1530502,"name":"Bruce Forood","orcid":null,"position":4,"is_corresponding":false},{"id":1530498,"name":"Chengzao Sun","orcid":null,"position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"resolved":true,"title":"Native chemical ligation derived method for recombinant peptide/protein C-terminal amidation","abstract":"C-terminal amidation is often a requisite structural feature for peptide hormone bio-activity. We report a chemical amidation method that converts peptide/protein thioesters into their corresponding C-terminal amides. The peptide/protein thioester is treated with 1-(2,4-dimethoxyphenyl)-2-mercaptoethyl auxiliary (1b) in a native chemical ligation (NCL) reaction to form an intermediate, which upon removal of the auxiliary with TFA, yields the peptide/protein amide. We have demonstrated the general utility of the approach by successfully converting several synthetic peptide thioesters to peptide amides with high conversion rates. Preliminary results of converting a recombinant peptide thioester to its amide form are also reported.","is_dataset_classified":null,"base_score":1.6094379124341003,"endowment":1.6094379124341003,"datacite_reuse_total":0,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":"23880540","pmcid":null,"openalex_id":"https://openalex.org/W2077186957","authors":[],"funders":[],"total_grants":0,"fwci":0.4425,"citation_percentile":0.65529054,"influential_citations":0,"citation_trend":[{"year":2013,"count":1},{"year":2015,"count":1},{"year":2016,"count":1},{"year":2017,"count":1}],"oa_status":"closed","license":"https://www.elsevier.com/legal/tdmrep-license","oa_locations":[{"url":"https://api.elsevier.com/content/article/PII:S0960894X13008287?httpAccept=text/xml","host_type":"publisher"},{"url":"https://api.elsevier.com/content/article/PII:S0960894X13008287?httpAccept=text/plain","host_type":"publisher"},{"url":"https://doi.org/10.1016/j.bmcl.2013.06.095","host_type":"journal"},{"url":"https://pubmed.ncbi.nlm.nih.gov/23880540","host_type":"repository"}],"fields_of_study":["Chemical Synthesis and Analysis","Peptidase Inhibition and Analysis","Biochemical and Structural Characterization","Amides","Molecular Structure","Peptides","Protein C","Recombinant Proteins"],"mesh_terms":["Amides","Peptides","Protein C","Recombinant Proteins","Molecular Structure"],"keywords":["Native chemical ligation","Thioester","Peptide","Chemistry","Chemical ligation","Amide","Chemical synthesis","Recombinant DNA","Peptide synthesis","Combinatorial chemistry","Peptide bond","Stereochemistry","Biochemistry","Enzyme","In vitro","1-Phenyl-2-mercaptoethyl Auxiliary","C-terminal Amidation","Peptide Amide","Peptide Thioester"],"sdg_mappings":[{"sdg_number":0,"sdg_label":"Clean water and sanitation"}],"linked_datasets":[],"clinical_trials":[],"software_tools":[],"database_accessions":[],"source":"live","citation_network_status":"fetched"},"created_at":"2026-07-28T13:09:10.495055Z","pmid":null,"pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}