Stereoselective synthesis of β,β-diborylalanine (AlaBB) and its incorporation into oligopeptides

Nitta, Naoyuki; Nakai, Kenshin; Mizoguchi, Haruki; Sakakura, Akira

doi:10.1039/d6ob01010e

Permalink : https://ousar.lib.okayama-u.ac.jp/71211

ID	71211
フルテキストURL	fulltext.pdf 520 KB
著者	Nitta, Naoyuki Graduate School of Environmental, Life, Natural Science and Technology, Okayama University Nakai, Kenshin Graduate School of Environmental, Life, Natural Science and Technology, Okayama University Mizoguchi, Haruki Graduate School of Environmental, Life, Natural Science and Technology, Okayama University ORCID Kaken ID researchmap Sakakura, Akira Graduate School of Environmental, Life, Natural Science and Technology, Okayama University ORCID Kaken ID publons researchmap
抄録	We report the stereoselective synthesis of β,β-diborylalanine (AlaBB), a compact amino acid scaffold designed to introduce a gem-diboronic acid motif as a branched connector in peptides. Pinacol-protected AlaBB derivatives, denoted as AlaBB(pin)2, were prepared from an Ellman imine, incorporated into short peptides, and converted to the corresponding gem-diboronic acid form.
発行日	2026
出版物タイトル	Organic & Biomolecular Chemistry
出版者	Royal Society of Chemistry (RSC)
ISSN	1477-0520
NCID	AA1168650X
資料タイプ	学術雑誌論文
言語	英語
OAI-PMH Set	岡山大学
著作権者	© 2026 The Author(s).
論文のバージョン	publisher
PubMed ID	42708968
DOI	10.1039/d6ob01010e
Web of Science KeyUT	001869412400001
関連URL	isVersionOf https://doi.org/10.1039/d6ob01010e
ライセンス	https://creativecommons.org/licenses/by/4.0/
Citation	Naoyuki Nitta, Kenshin Nakai, Haruki Mizoguchi, Akira Sakakura; Stereoselective synthesis of β,β-diborylalanine (AlaBB) and its incorporation into oligopeptides. Org. Biomol. Chem. 2026; https://doi.org/10.1039/d6ob01010e
助成情報	( 公益財団法人内藤記念科学振興財団 / Naito Foundation ) JPMJSP2126: ( 国立研究開発法人科学技術振興機構 / Japan Science and Technology Agency ) ( 国立大学法人岡山大学 / Okayama University ) JPJS00420230010: ( 独立行政法人日本学術振興会 / Japan Society for the Promotion of Science )