Non-proteogenic amino acids and functionalized peptides are {important|essential|crucial|critical|significant|vital} motifs in {modern|contemporary|modern day} drug discovery and {used|utilized|employed|utilised|applied|made use of} as mechanistic tools in chemical biology. {Here|Right here}, we show that functionalized amino acid synthons {in the|within the|inside the} {form of|type of|kind of} AlaB can serve as universal {building|developing|creating|constructing} blocks {in the|within the|inside the} synthesis of a diverse collection of modified amino acids, peptides, and proteins. {First|Initial|Very first|1st|Initially}, we {develop|create} the synthesis of AlaB from redox-active esters of aspartic acid resulting {in a|inside a|within a} series of beta-boronoalanine derivatives. {Next|Subsequent}, we show that AlaB {can be|may be|could be|might be|is often|is usually} integrated into automated solid-phase synthesis of oligopeptides and proteins. AlaB is compatible with {common|typical|frequent|widespread|prevalent|popular} transformations {used|utilized|employed|utilised|applied|made use of} in preparative peptide chemistry {such as|like|including|for example|for instance|which include} native chemical ligation and radical desulfurization as showcased by total synthesis of boronoalanine-modified ubiquitin (Phe4-AlaB). {Furthermore|Moreover|In addition|Additionally}, AlaB reagents {participate in|take part in} Pd-catalyzed reactions, {including|such as|which includes|like} C(sp3)-C(sp2) cross-couplings and macrocyclizations. Taken {together|with each other|collectively}, AlaB synthons are {practical|sensible} reagents to access non-natural amino acids, modified peptides, proteins, and {in the|within the|inside the} synthesis of cyclic/stapled peptides. Fmoc-Lys(Me)2-OH (hydrochloride) Formula 1,10-Phenanthroline-5,6-dione Purity PMID:36717102
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