From Sequence-Defined Macromolecules to Macromolecular Pin Codes. Holloway, J. O., Van Lysebetten, F., Badi, N., Houck, H. A., & Du Prez, F. E. ADVANCED SCIENCE, April, 2020. doi abstract bibtex Dynamic sequence-defined oligomers carrying a chemically written pin code are obtained through a strategy combining multicomponent reactions with the thermoreversible addition of 1,2,4-triazoline-3,5-diones (TADs) to indole substrates. The precision oligomers are specifically designed to be encrypted upon heating as a result of the random reshuffling of the TAD-indole covalent bonds within the backbone, thereby resulting in the scrambling of the encoded information. The encrypted pin code can eventually be decrypted following a second heating step that enables the macromolecular pin code to be deciphered using 1D electrospray ionization-mass spectrometry (ESI-MS). The herein introduced concept of encryption/decryption represents a key advancement compared with current strategies that typically use uncontrolled degradation to erase and tandem mass spectrometry (MS/MS) to analyze, decipher, and read-out chemically encrypted information. Additionally, the synthesized macromolecules are coated onto a high-value polymer material, which demonstrates their potential application as coded product tags for anti-counterfeiting purposes.
@article{holloway_sequence-defined_2020,
title = {From {Sequence}-{Defined} {Macromolecules} to {Macromolecular} {Pin} {Codes}},
volume = {7},
issn = {2198-3844},
doi = {10.1002/advs.201903698},
abstract = {Dynamic sequence-defined oligomers carrying a chemically written pin code are obtained through a strategy combining multicomponent reactions with the thermoreversible addition of 1,2,4-triazoline-3,5-diones (TADs) to indole substrates. The precision oligomers are specifically designed to be encrypted upon heating as a result of the random reshuffling of the TAD-indole covalent bonds within the backbone, thereby resulting in the scrambling of the encoded information. The encrypted pin code can eventually be decrypted following a second heating step that enables the macromolecular pin code to be deciphered using 1D electrospray ionization-mass spectrometry (ESI-MS). The herein introduced concept of encryption/decryption represents a key advancement compared with current strategies that typically use uncontrolled degradation to erase and tandem mass spectrometry (MS/MS) to analyze, decipher, and read-out chemically encrypted information. Additionally, the synthesized macromolecules are coated onto a high-value polymer material, which demonstrates their potential application as coded product tags for anti-counterfeiting purposes.},
number = {8},
urldate = {2020-03-17},
journal = {ADVANCED SCIENCE},
author = {Holloway, Joshua O. and Van Lysebetten, Filip and Badi, Nezha and Houck, Hannes A. and Du Prez, Filip E.},
month = apr,
year = {2020},
}
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