{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["13(2)"],"submitter":["Han P"],"pubmed_abstract":["Photoaffinity labeling is a powerful technique to investigate the interactions between bioactive peptides and their targets. To construct a peptide-derived photoaffinity probe, at least two amino acids need to be modified or replaced, increasing experimental difficulties and negatively affecting activity. Herein, we report the synthesis of a clickable, photoreactive amino acid <i>p</i>-(4-(but-3-yn-1-yl)benzoyl)-l-phenylalanine (Abpa) and its Fmoc-protected version from 3-(4-bromophenyl)-1-propanol in 11 steps with an overall 12.5% yield. The amino acid contains both a photoreactive benzophenone and a clickable terminal alkyne which acts like a reporter tag by fast attachment to other functional groups <i>via</i> 'click' reaction, and a photoaffinity probe could be created by one single am"],"journal":["RSC advances"],"pagination":["866-872"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9811243"],"repository":["biostudies-literature"],"pubmed_title":["Design and synthesis of a clickable, photoreactive amino acid <i>p</i>-(4-(but-3-yn-1-yl)benzoyl)-l-phenylalanine for peptide photoaffinity labeling."],"pmcid":["PMC9811243"],"pubmed_authors":["Han P","Liu J","Jiang H","Wang F","Wan X","Bao S","Yao G"],"additional_accession":[]},"is_claimable":false,"name":"Design and synthesis of a clickable, photoreactive amino acid <i>p</i>-(4-(but-3-yn-1-yl)benzoyl)-l-phenylalanine for peptide photoaffinity labeling.","description":"Photoaffinity labeling is a powerful technique to investigate the interactions between bioactive peptides and their targets. To construct a peptide-derived photoaffinity probe, at least two amino acids need to be modified or replaced, increasing experimental difficulties and negatively affecting activity. Herein, we report the synthesis of a clickable, photoreactive amino acid <i>p</i>-(4-(but-3-yn-1-yl)benzoyl)-l-phenylalanine (Abpa) and its Fmoc-protected version from 3-(4-bromophenyl)-1-propanol in 11 steps with an overall 12.5% yield. The amino acid contains both a photoreactive benzophenone and a clickable terminal alkyne which acts like a reporter tag by fast attachment to other functional groups <i>via</i> 'click' reaction, and a photoaffinity probe could be created by one single am","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Jan","modification":"2025-04-04T14:27:17.713Z","creation":"2025-04-04T14:27:17.713Z"},"accession":"S-EPMC9811243","cross_references":{"pubmed":["36686919"],"doi":["10.1039/d2ra07248c"]}}