Design of fast redox-controlled self-immolative selenium-based cysteine surrogates
Data files
Jun 17, 2025 version files 94.17 MB
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FID_NMR.zip
94.17 MB
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README.md
3.28 KB
Abstract
The self-immolation of N-selenoethyl cysteine derivatives into cysteine exhibits a strong Thorpe-Ingold effect. Notably, the gem-dimethyl substitution alpha to the selenium atom achieved rate accelerations up to 252-fold, enabling Cys unmasking through C-N bond cleavage within minutes. These investigations offer valuable insights into the mechanism of selenoethyl arm breakdown and new redox-sensitive Cys surrogates.
https://doi.org/10.5061/dryad.2bvq83c2q
Description of the data and file structure
We have submitted our nuclear magnetic resonance (NMR) data for structure elucidation of all the chemical intermediates involved in the synthesis of Fmoc-MeSetCys-OH and Fmoc-Me2SetCys-OH (FID NMR.7z).
This dataset includes raw NMR data files for all NMR spectra presented in this manuscript. Raw data files are stored in subfolders corresponding to compound name. Each numerically named subfolder represents the data for a single spectrum and can be directly opened with the Bruker’s TopSpin software mentioned in the following “Usage Notes.”
All these folders should contain all the required information to access the data and interactively view the NMR spectra. A more detailed list of the files is provided at the end of this README file.
Usage notes
For viewing NMR raw data, the Bruker’s TopSpin 4.4.1 release software package can be used.
Files and variables
File: FID NMR.7z
Description: This compressed archive contains sixteen folders. Each fold contains the raw NMR data of all the chemical intermediates involved in the synthesis of Fmoc-MeSetCys-OH and Fmoc-Me2SetCys-OH.
The file names within the folder adhere to the following naming convention: "NMR CompoundName". CompoundName: Refers to the compound being analyzed.
In each file are gathered all the NMR experiments required for the structure elucidation (1H, 13C Jmod, COSY, HSQC) and are named according to the corresponding experiment.
Folder NMR 2a: NMR data of the compound 2a using chloroform-d as solvent.
| 1H
| 13C Jmod
| COSY
| HSQC
Folder NMR 2b: NMR data of the compound 2b using chloroform-d as solvent.
| 1H
| 13C Jmod
| COSY
| HSQC
Folder NMR 3a: NMR data of the compound 3a using chloroform-d as solvent.
| 1H
| 13C Jmod
| COSY
| HSQC
Folder NMR 3b: NMR data of the compound 3b using chloroform-d as solvent.
| 1H
| 13C Jmod
| COSY
| HSQC
Folder NMR 4a: NMR data of the compound 4a using chloroform-d as solvent.
| 1H
| 13C Jmod
| COSY
| HSQC
Folder NMR 4b: NMR data of the compound 4b using chloroform-d as solvent.
| 1H
| 13C Jmod
| COSY
| HSQC
Folder NMR 5a: NMR data of the compound 5a using chloroform-d as solvent.
| 1H
| 13C Jmod
Folder NMR 5b: NMR data of the compound 5b using chloroform-d as solvent.
| 1H
| 13C Jmod
Folder NMR 7a: NMR data of the compound 7a using chloroform-d as solvent.
| 1H
| 13C Jmod
Folder NMR 7b: NMR data of the compound 7b using chloroform-d as solvent.
| 1H
| 13C Jmod
Folder NMR 8a: NMR data of the compound 8a using chloroform-d as solvent.
| 1H
| 13C Jmod
Folder NMR 8b: NMR data of the compound 8b using chloroform-d as solvent.
| 1H
| 13C Jmod
Folder NMR 9a: NMR data of the compound 9a using chloroform-d as solvent.
| 1H
| 13C Jmod
Folder NMR 9b: NMR data of the compound 9b using chloroform-d as solvent.
| 1H
| 13C Jmod
Folder NMR 10a: NMR data of the compound 10a using chloroform-d as solvent.
| 1H
| 13C Jmod
Folder NMR 10b: NMR data of the compound 10b using chloroform-d as solvent.
| 1H
| 13C Jmod