{"doi":"10.1002/ange.202207153","title":"Umpolung Ala<sup>B</sup> Reagents for the Synthesis of Non‐Proteogenic Amino Acids, Peptides and Proteins**","abstract":"Abstract Non‐proteogenic amino acids and functionalized peptides are important motifs in modern drug discovery. Here we report that Ala B can serve as universal building blocks in the synthesis of a diverse collection of modified amino acids, peptides, and proteins. First, we develop the synthesis of Ala B from redox‐active esters of aspartic acid resulting in a series of β‐boronoalanine derivatives. Next, we show that Ala B can be integrated into automated oligopeptide solid‐phase synthesis. Ala B is compatible with common transformations used in preparative peptide chemistry such as native chemical ligation and radical desulfurization as showcased by total synthesis of Ala B ‐containing ubiquitin. Furthermore, Ala B reagents participate in Pd‐catalyzed reactions, including C−C cross‐couplings and macrocyclizations. Taken together, Ala B synthons are practical reagents to access modified peptides, proteins, and in the synthesis of cyclic/stapled peptides.","journal":"Angewandte Chemie","year":2022,"id":280057,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":1,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.954,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2022-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":834174,"name":"Eric J. Miller","orcid":"0000-0003-1131-6134","position":1,"is_corresponding":false},{"id":588863,"name":"Wyatt C. Powell","orcid":"0000-0002-1281-4605","position":2,"is_corresponding":false},{"id":901072,"name":"Kelly Johnson","orcid":"0000-0002-8738-4443","position":3,"is_corresponding":false},{"id":901487,"name":"Alexander Beggs","orcid":null,"position":4,"is_corresponding":false},{"id":832267,"name":"Garrett E. Evenson","orcid":"0000-0002-9215-6349","position":5,"is_corresponding":false},{"id":588864,"name":"Maciej A. Walczak","orcid":"0000-0002-8049-0817","position":6,"is_corresponding":false},{"id":748080,"name":"Feng Zhu","orcid":"0000-0003-3012-789X","position":0,"is_corresponding":true}],"reference_count":117,"raw_metadata":null,"created_at":"2026-07-19T00:28:59.341002Z","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":[]}