From Sequence‐Defined Macromolecules to Macromolecular Pin Codes

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.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
From Sequence‐Defined Macromolecules to Macromolecular Pin Codes ; volume:7 ; number:8 ; year:2020 ; extent:7
Advanced science ; 7, Heft 8 (2020) (gesamt 7)

Urheber
Holloway, Joshua O.
Van Lijsebetten, Filip
Badi, Nezha
Houck, Hannes
Du Prez, Filip E.

DOI
10.1002/advs.201903698
URN
urn:nbn:de:101:1-2022062613503125437147
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:20 MESZ

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Beteiligte

  • Holloway, Joshua O.
  • Van Lijsebetten, Filip
  • Badi, Nezha
  • Houck, Hannes
  • Du Prez, Filip E.

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