/ E-Alerts

A dynamic combinatorial library for biomimetic recognition of dipeptides in water

Florian Klepel and Bart Jan Ravoo

Beilstein J. Org. Chem. 2020, 16, 1588–1595. https://doi.org/10.3762/bjoc.16.131

Supporting Information

Supporting Information File 1: Synthesis, additional data, and NMR spectra.
Format: PDF	Size: 1.4 MB	Download

Cite the Following Article

A dynamic combinatorial library for biomimetic recognition of dipeptides in water

Florian Klepel and Bart Jan Ravoo

Beilstein J. Org. Chem. 2020, 16, 1588–1595. https://doi.org/10.3762/bjoc.16.131

How to Cite

Klepel, F.; Ravoo, B. J. Beilstein J. Org. Chem. 2020, 16, 1588–1595. doi:10.3762/bjoc.16.131

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

File format:

RIS

BibTeX

Include:

Citation for the article above

Citation and complete reference list for the article above

Download

TY  - JOUR
A1  - Klepel, Florian
A1  - Ravoo, Bart Jan
T1  - A dynamic combinatorial library for biomimetic recognition of dipeptides in water
JF  - Beilstein Journal of Organic Chemistry
PY  - 2020///
VL  - 16
SP  - 1588
EP  - 1595
SN  - 1860-5397
DO  - 10.3762/bjoc.16.131
PB  - Beilstein-Institut
JA  - Beilstein J. Org. Chem.
UR  - https://doi.org/10.3762/bjoc.16.131
KW  - artificial receptor
KW  - dynamic combinatorial chemistry
KW  - dynamic covalent chemistry
KW  - molecular recognition
KW  - thiolate–disulfide exchange
N2  - Small peptides are involved in countless biological processes. Hence selective binding motifs for peptides can be powerful tools for labeling or inhibition. Finding those binding motifs, especially in water which competes for intermolecular H-bonds, poses an enormous challenge. A dynamic combinatorial library can be a powerful method to overcome this issue. We previously reported artificial receptors emerging form a dynamic combinatorial library of peptide building blocks. In this study we aimed to broaden this scope towards recognition of small peptides. Employing CXC peptide building blocks, we found that cyclic dimers of oxidized CFC bind to the aromatic peptides FF and YY (K ≈ 229–702 M−1), while AA binds significantly weaker (K ≈ 65–71 M−1).
ER  -

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG	Size: 480.4 KB	Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

Gable, A.; Pohjolainen, E.; Groenhof, G.; Cougnon, F. B. L. Chirality Effects in Peptide-Based Dynamic Combinatorial Chemistry. Chemistry (Weinheim an der Bergstrasse, Germany) 2025, 31, e202501298. doi:10.1002/chem.202501298
Rodrigues, A.; Rocard, L.; Moumné, R. Peptide and Peptidomimetic Assemblies in Dynamic Combinatorial Chemistry. ChemSystemsChem 2023, 5. doi:10.1002/syst.202300011
Matysiak, B. M.; Monreal Santiago, G.; Otto, S. Teaching an Old Compound New Tricks: Reversible Transamidation in Maleamic Acids. Chemistry (Weinheim an der Bergstrasse, Germany) 2022, 28, e202201043. doi:10.1002/chem.202201043

Explore citations to this article at

Back To Article

Other Beilstein-Institut Open Science Activities

aromatic	the word “aromatic”
aromatic aldehyde	the word “aromatic” OR “aldehyde”
+aromatic +aldehyde	both words “aromatic” AND “aldehyde”
+aromatic -aldehyde	the word “aromatic” but NOT “aldehyde”
“aromatic aldehyde”	the exact phrase “aromatic aldehyde”
benz*	words which begin with “benz”, such as “benzene” or “benzyl”
benz*yl	words that begin with “benz” and end with “yl”, such as “benzyl” or “benzoyl”
benzyl~	words that are close to the word “benzyl”, such as “benzoyl” (i.e., fuzzy search)