skip to main content
Language:
Search Limited to: Search Limited to: Resource type Show Results with: Show Results with: Search type Index

Proline-Based Boronic Acid Receptors for Chiral Recognition of Glucose

Journal of Organic Chemistry, 2018-12, Vol.83 (24), p.15128-15135 [Peer Reviewed Journal]

ISSN: 0022-3263 ;ISSN: 1520-6904 ;EISSN: 1520-6904 ;DOI: 10.1021/acs.joc.8b02425 ;PMID: 30465430

Digital Resources/Online E-Resources

Citations Cited by
  • Title:
    Proline-Based Boronic Acid Receptors for Chiral Recognition of Glucose
  • Author: Guo, Lin-E ; Hong, Yuan ; Zhang, Shu-Ying ; Zhang, Miao ; Yan, Xiao-Sheng ; Cao, Jin-Lian ; Li, Zhao ; James, Tony D ; Jiang, Yun-Bao
  • Subjects: Organic Chemistry
  • Is Part Of: Journal of Organic Chemistry, 2018-12, Vol.83 (24), p.15128-15135
  • Description: Chiral recognition remains a major challenge in the area of molecular receptor design. With this research, we set out to explore the use of proline-based receptors for chiral recognition. Importantly, the proline structure allows for the introduction of at least two different binding groups due to the availability of both an amine and carboxylic acid group. Here we report a proof-of-concept exploration into the chiral recognition of d/l-glucose as a model chiral species, which prefers to bind to at least two boronic acid groups. We evaluated several proline-based receptors incorporating two phenylboronic acid groups, respectively, at the N- and C-termini of the amino acid residue, via amide bonds. We confirmed that the receptors exhibited chiral recognition using CD, 1H NMR, and 19F NMR spectroscopy. Given the derivation diversity available, our strategy to use proline-based receptors for chiral recognition holds significant promise for extension to other chiral systems.
  • Language: English
  • Identifier: ISSN: 0022-3263
    ISSN: 1520-6904
    EISSN: 1520-6904
    DOI: 10.1021/acs.joc.8b02425
    PMID: 30465430
  • Source: Opus: University of Bath's Eprints IR
Back to results list
INSPIRE LIBRARY - TON DUC THANG UNIVERSITY (84-028) 37 755 057 Feedback
19 Nguyen Huu Tho St. Dist.7, HCM thuvien@tdtu.edu.vn

Copyright © 2017 INSPIRE LIBRARY - TON DUC THANG UNIVERSITY

Searching Remote Databases, Please Wait