@article{07051e7f6553419b83103567061164e4,
title = "Solid-Phase Peptide Macrocyclization and Multifunctionalization via Dipyrrin Construction",
abstract = "We introduce a new and highly efficient synthetic protocol towards multifunctional fluorescent cyclopeptides by solid-phase peptide macrocyclization via dipyrrin construction, with full scope of proteinogenic amino acids and different ring sizes. Various bicyclic peptides can be created by dipyrrin-based crosslinking and double dipyrrin-ring formation. The embedded dipyrrin can be either transformed to fluorescent BODIPY and then utilized as cancer-selective targeted protein imaging probe in vitro, or directly employed as a selective metal sensor in aqueous media. This work provides a valuable addition to the peptide macrocyclization toolbox, and a blueprint for the development of multifunctional dipyrrin linkers in cyclopeptides for a wide range of potential bioapplications.",
keywords = "dipyrrin, fluorescent cyclic peptides, solid-phase peptide synthesis, zinc(II) sensing, αβ imaging",
author = "Yue Wu and Chau, {Ho Fai} and Waygen Thor and Chan, {Kaitlin Hao Yi} and Xia Ma and Chan, {Wai Lun} and Long, {Nicholas J.} and Wong, {Ka Leung}",
note = "Funding Information: This work was supported by grants from the Hong Kong Research Grant Council (HKBU 12300320), CAS‐Croucher Funding Scheme for Joint Laboratories (CAS 18204), UGC Research Matching Grant Scheme (NLMT and HKBU Joint Lab for Combating Prostate Cancer), and the Hong Kong Polytechnic University (Start‐up Fund for RAPs under the Strategic Hiring Scheme P0035714). N.J.L. is grateful for a Royal Society Wolfson Merit Award and for the Dr Kennedy Wong Distinguished Visiting Professorship at Hong Kong Baptist University. K.L.W. acknowledges Dr. Mok Man Hung Endowed Professorship in Chemistry at Hong Kong Baptist University. The University Research Facility in Life Sciences (ULS) at the Hong Kong Polytechnic University is also gratefully acknowledged. Funding Information: This work was supported by grants from the Hong Kong Research Grant Council (HKBU 12300320), CAS-Croucher Funding Scheme for Joint Laboratories (CAS 18204), UGC Research Matching Grant Scheme (NLMT and HKBU Joint Lab for Combating Prostate Cancer), and the Hong Kong Polytechnic University (Start-up Fund for RAPs under the Strategic Hiring Scheme P0035714). N.J.L. is grateful for a Royal Society Wolfson Merit Award and for the Dr Kennedy Wong Distinguished Visiting Professorship at Hong Kong Baptist University. K.L.W. acknowledges Dr. Mok Man Hung Endowed Professorship in Chemistry at Hong Kong Baptist University. The University Research Facility in Life Sciences (ULS) at the Hong Kong Polytechnic University is also gratefully acknowledged. Publisher Copyright: {\textcopyright} 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH",
year = "2021",
month = sep,
day = "6",
doi = "10.1002/anie.202108885",
language = "English",
volume = "60",
pages = "20301--20307",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "37",
}
