Enantioselective Chemical Probe for Chikungunya nsP2 Helicase with Antialphaviral Activity Article Swipe
M. Bose
,
Hans J. Oh
,
John D. Sears
,
Chun‐Hsing Chen
,
Anand Vala
,
Shubin Liu
,
Kacey M. Talbot
,
Mohammad Anwar Hossain
,
Peter J. Brown
,
Scott Houliston
,
Julia Garcia Perez
,
Fengling Li
,
Meareg Amare
,
Peter Halfmann
,
Jessica L. Smith
,
Alec J. Hirsch
,
C.H. Arrowsmith
,
Levon Halabelian
,
Ava M. Vargason
,
Rafael M. Couñago
,
Jamie J. Arnold
,
Craig E. Cameron
,
Nathaniel J. Moorman
,
Mark T. Heise
,
Timothy M. Willson
·
YOU?
·
· 2025
· Open Access
·
· DOI: https://doi.org/10.1021/acsinfecdis.5c00351
YOU?
·
· 2025
· Open Access
·
· DOI: https://doi.org/10.1021/acsinfecdis.5c00351
Chikungunya virus (CHIKV) replication relies on the multifunctional nsP2 protein, making it an attractive target for antiviral drug discovery. Here, we report the resolution of oxaspiropiperidine 1, a first-in-class inhibitor of the CHIKV nsP2 RNA helicase (nsP2hel), into its constitutive enantiomers and characterization of their antiviral activity. The enantiomer (R)-1 exhibited potent inhibition of viral replication, nsP2hel ATPase activity, and dsRNA unwinding, while the (S)-1 enantiomer was >100-fold less active. The (R)-1 enantiomer also demonstrated a high selectivity for CHIKV over other RNA viruses and for nsP2hel over other RNA helicases. Direct binding of (R)-1 to the nsP2hel protein was confirmed by 19F NMR. Biophysical and structural studies revealed conformational polymorphism in the spirocyclic scaffold of (R)-1, suggesting a potential role of thermal mobility of the ligand in allosteric inhibition of nsP2hel. Collectively, these findings designate (R)-1 (RA-NSP2-1) as a high-quality chemical probe and (S)-1 (RA-NSP2-1N) as a negative control for probing the biology of alphavirus RNA helicases.
Related Topics
Concepts
Helicase
RNA Helicase A
Alphavirus
Biology
RNA
Allosteric regulation
Chikungunya
Enantiomer
Viral replication
RNA-dependent RNA polymerase
Virology
Virus
Chemistry
Stereochemistry
Biochemistry
Enzyme
Gene
Metadata
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1021/acsinfecdis.5c00351
- OA Status
- green
- Cited By
- 1
- References
- 27
- Related Works
- 10
- OpenAlex ID
- https://openalex.org/W4412493725
All OpenAlex metadata
Raw OpenAlex JSON
- OpenAlex ID
-
https://openalex.org/W4412493725Canonical identifier for this work in OpenAlex
- DOI
-
https://doi.org/10.1021/acsinfecdis.5c00351Digital Object Identifier
- Title
-
Enantioselective Chemical Probe for Chikungunya nsP2 Helicase with Antialphaviral ActivityWork title
- Type
-
articleOpenAlex work type
- Language
-
enPrimary language
- Publication year
-
2025Year of publication
- Publication date
-
2025-07-18Full publication date if available
- Authors
-
M. Bose, Hans J. Oh, John D. Sears, Chun‐Hsing Chen, Anand Vala, Shubin Liu, Kacey M. Talbot, Mohammad Anwar Hossain, Peter J. Brown, Scott Houliston, Julia Garcia Perez, Fengling Li, Meareg Amare, Peter Halfmann, Jessica L. Smith, Alec J. Hirsch, C.H. Arrowsmith, Levon Halabelian, Ava M. Vargason, Rafael M. Couñago, Jamie J. Arnold, Craig E. Cameron, Nathaniel J. Moorman, Mark T. Heise, Timothy M. WillsonList of authors in order
- Landing page
-
https://doi.org/10.1021/acsinfecdis.5c00351Publisher landing page
- Open access
-
YesWhether a free full text is available
- OA status
-
greenOpen access status per OpenAlex
- OA URL
-
https://www.ncbi.nlm.nih.gov/pmc/articles/12340965Direct OA link when available
- Concepts
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Helicase, RNA Helicase A, Alphavirus, Biology, RNA, Allosteric regulation, Chikungunya, Enantiomer, Viral replication, RNA-dependent RNA polymerase, Virology, Virus, Chemistry, Stereochemistry, Biochemistry, Enzyme, GeneTop concepts (fields/topics) attached by OpenAlex
- Cited by
-
1Total citation count in OpenAlex
- Citations by year (recent)
-
2025: 1Per-year citation counts (last 5 years)
- References (count)
-
27Number of works referenced by this work
- Related works (count)
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10Other works algorithmically related by OpenAlex
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| referenced_works | https://openalex.org/W4309941922, https://openalex.org/W2989725871, https://openalex.org/W2479420970, https://openalex.org/W4384922279, https://openalex.org/W4403646970, https://openalex.org/W2037978116, https://openalex.org/W4408343323, https://openalex.org/W2010031236, https://openalex.org/W2939105285, https://openalex.org/W4310567688, https://openalex.org/W4412137513, https://openalex.org/W4407360279, https://openalex.org/W2082844130, https://openalex.org/W6893975506, https://openalex.org/W4213313584, https://openalex.org/W3136470136, https://openalex.org/W4393793802, https://openalex.org/W4390494922, https://openalex.org/W2144332006, https://openalex.org/W2132454074, https://openalex.org/W2143803583, https://openalex.org/W2143981217, https://openalex.org/W2096747776, https://openalex.org/W2148941593, https://openalex.org/W4409226019, https://openalex.org/W3089190464, https://openalex.org/W2021972288 |
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