Chemical Synthesis, Refolding, and Characterization of Mirror-Image Cyclophilin A

The chemical synthesis of proteins (CSP) has been an essential tool in studying and understanding the role of these biological polymers and in enabling the discovery of novel classes of inhibitors. However, CSP with commercially available synthesizers is typically limited to producing polypeptides of about 50 to 70 amino acids in length. Consequently, a wide range of protein targets have been inaccessible using these technologies, or they require cumbersome synthesis and purification of multiple peptide fragments. In this report, we employed a powerful combination of automated fast-flow peptide synthesis (AFPS), native chemical ligation (NCL), and high-throughput evaluation of refolding conditions to achieve the first chemical synthesis of both the wild-type and mirror-image forms of functional full-length cyclophilin A, which plays a vital role in proline cis-trans isomerization and other important processes. Functional assays confirmed that the chemically synthesized proteins retained their biological properties.

Authors

Institutions

Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-02-26
DOI
https://doi.org/10.1021/acs.joc.4c03049
Citations
1
Primary Topic
Signaling Pathways in Disease
Type
article
Field-Weighted Citation Impact
0.81
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Chemical Synthesis, Refolding, and Characterization of Mirror-Image Cyclophilin A

Alex J. Callahan, Satish Gandhesiri, Andrei Loas, Bradley L. Pentelute et al.
1 citations
The Journal of Organic Chemistry
Signaling Pathways in Disease
0.81
article

Chemical Synthesis, Refolding, and Characterization of Mirror-Image Cyclophilin A

Alex J. Callahan, Satish Gandhesiri, Andrei Loas, Bradley L. Pentelute, John H. McGee, Ahmet Yeşilçimen, Tara L. Travaline, Olena S. Tokareva
article en
1 citations

Abstract

The chemical synthesis of proteins (CSP) has been an essential tool in studying and understanding the role of these biological polymers and in enabling the discovery of novel classes of inhibitors. However, CSP with commercially available synthesizers is typically limited to producing polypeptides of about 50 to 70 amino acids in length. Consequently, a wide range of protein targets have been inaccessible using these technologies, or they require cumbersome synthesis and purification of multiple peptide fragments. In this report, we employed a powerful combination of automated fast-flow peptide synthesis (AFPS), native chemical ligation (NCL), and high-throughput evaluation of refolding conditions to achieve the first chemical synthesis of both the wild-type and mirror-image forms of functional full-length cyclophilin A, which plays a vital role in proline cis-trans isomerization and other important processes. Functional assays confirmed that the chemically synthesized proteins retained their biological properties.

The Journal of Organic ChemistryVol. 90(9)
Broad Institute (US), Center for Environmental Health (US), Massachusetts Institute of Technology (US)
Openalex Percentile: Top 31%
Signaling Pathways in Disease
0.81
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.