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.
Highlights
Dynamic sequence-defined oligomers carrying a chemically written pin code their wider impact on our daily lives.[10,11] biomedical and biomimicking are obtained through a strategy combining multicomponent reactions with applications,[12,13]
We demonstrate that only those who know the initial order of the indole marker compounds are able to decipher the encoded information and recover the original pin code
A recently established iterative synthesis protocol that combines the reactivity of TADs with the P-3CR multicomponent reaction was modified in order to implement the required thermoreversible linkages within the sequence.[37]
Summary
Dynamic sequence-defined oligomers carrying a chemically written pin code their wider impact on our daily lives.[10,11] biomedical and biomimicking are obtained through a strategy combining multicomponent reactions with applications,[12,13]. The precision oligomers are 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 long-term data storage,[6,11,15,16] and product labeling for anti-counterfeiting purposes[17] are all emerging. Already been successfully demonstrated using DNA,[21,22] along with its read-out using DNA sequencing,[23] there are drawbacks when considering this as a feasible data storage medium. These include, reliability as a result of possible degrada-. This has resulted in the emergence of the field of sequence- greatly enhance data storage capacity.[10,11,15,16,17,20,26]
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