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Nitrated products formed on α-synuclein are preferentially incorporated into oligomers but excluded from fibrils : A mechanism for accumulation of neurotoxic species

Otzen, Daniel E. ; Gamon, Luke F. LU ; Hägglund, Per ; Nielsen, Janni ; Pedersen, Jannik N. ; Nybo, Tina ; Nowak, Jan S. ; Amstrup, Søren K. ; Pirhaghi, Mitra and Davies, Michael J. (2026) In Biochimica et Biophysica Acta - Proteins and Proteomics 1874(2).
Abstract

Post-translational modifications (PTMs) such as nitration of Tyr (Y) residues and di-tyrosine (DT) formation are known to impact the aggregation behavior of α-synuclein (α-syn), a protein closely linked to Parkinson's disease. Using tetranitromethane (TNM) as a model nitrating agent, we systematically investigated the chemical modifications of α-syn and their consequences for aggregation. Mass spectrometry analysis revealed site-selective nitration of all four Tyr residues, with Y39 and Y125 being most susceptible. DT crosslinks were also observed, primarily involving Y39, but were disfavored at higher TNM concentrations, indicating competition between nitration and crosslinking pathways. Higher TNM concentrations favored nitration over... (More)

Post-translational modifications (PTMs) such as nitration of Tyr (Y) residues and di-tyrosine (DT) formation are known to impact the aggregation behavior of α-synuclein (α-syn), a protein closely linked to Parkinson's disease. Using tetranitromethane (TNM) as a model nitrating agent, we systematically investigated the chemical modifications of α-syn and their consequences for aggregation. Mass spectrometry analysis revealed site-selective nitration of all four Tyr residues, with Y39 and Y125 being most susceptible. DT crosslinks were also observed, primarily involving Y39, but were disfavored at higher TNM concentrations, indicating competition between nitration and crosslinking pathways. Higher TNM concentrations favored nitration over crosslinking, consistent with common radical intermediates. Even sub-stoichiometric amounts of TNM-modified α-syn significantly inhibited fibril elongation, suggesting that nitration disrupts the templated addition of monomers into the ordered fibrillar structure. Consistent with this, TNM-modified α-syn was strongly excluded from fibrillar assemblies. In contrast, they were preferentially incorporated into soluble oligomers, underlining the promiscuous ability of oligomers to act as a sink for chemically modified α-syn monomers, with potential implications for neurotoxicity.

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author
; ; ; ; ; ; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
3-nitrotyrosine, Crosslinks, di-tyrosine, Fibril formation, Neurodegeneration, Parkinson's disease, Tetranitromethane
in
Biochimica et Biophysica Acta - Proteins and Proteomics
volume
1874
issue
2
article number
141118
publisher
Elsevier
external identifiers
  • pmid:41386361
  • scopus:105024430293
ISSN
1570-9639
DOI
10.1016/j.bbapap.2025.141118
language
English
LU publication?
yes
id
f2247f87-fd0f-4876-897b-f79cfeeef64f
date added to LUP
2026-03-09 15:02:07
date last changed
2026-04-20 23:22:06
@article{f2247f87-fd0f-4876-897b-f79cfeeef64f,
  abstract     = {{<p>Post-translational modifications (PTMs) such as nitration of Tyr (Y) residues and di-tyrosine (DT) formation are known to impact the aggregation behavior of α-synuclein (α-syn), a protein closely linked to Parkinson's disease. Using tetranitromethane (TNM) as a model nitrating agent, we systematically investigated the chemical modifications of α-syn and their consequences for aggregation. Mass spectrometry analysis revealed site-selective nitration of all four Tyr residues, with Y39 and Y125 being most susceptible. DT crosslinks were also observed, primarily involving Y39, but were disfavored at higher TNM concentrations, indicating competition between nitration and crosslinking pathways. Higher TNM concentrations favored nitration over crosslinking, consistent with common radical intermediates. Even sub-stoichiometric amounts of TNM-modified α-syn significantly inhibited fibril elongation, suggesting that nitration disrupts the templated addition of monomers into the ordered fibrillar structure. Consistent with this, TNM-modified α-syn was strongly excluded from fibrillar assemblies. In contrast, they were preferentially incorporated into soluble oligomers, underlining the promiscuous ability of oligomers to act as a sink for chemically modified α-syn monomers, with potential implications for neurotoxicity.</p>}},
  author       = {{Otzen, Daniel E. and Gamon, Luke F. and Hägglund, Per and Nielsen, Janni and Pedersen, Jannik N. and Nybo, Tina and Nowak, Jan S. and Amstrup, Søren K. and Pirhaghi, Mitra and Davies, Michael J.}},
  issn         = {{1570-9639}},
  keywords     = {{3-nitrotyrosine; Crosslinks; di-tyrosine; Fibril formation; Neurodegeneration; Parkinson's disease; Tetranitromethane}},
  language     = {{eng}},
  month        = {{02}},
  number       = {{2}},
  publisher    = {{Elsevier}},
  series       = {{Biochimica et Biophysica Acta - Proteins and Proteomics}},
  title        = {{Nitrated products formed on α-synuclein are preferentially incorporated into oligomers but excluded from fibrils : A mechanism for accumulation of neurotoxic species}},
  url          = {{http://dx.doi.org/10.1016/j.bbapap.2025.141118}},
  doi          = {{10.1016/j.bbapap.2025.141118}},
  volume       = {{1874}},
  year         = {{2026}},
}