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Cited by 180Advanced Polymer Synthesis and CharacterizationSupramolecular Chemistry and ComplexesChemical Synthesis and Analysis

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Multifunctional sequence-defined macromolecules for chemical data storage.

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Martens, Steven, Landuyt, Annelies, Espeel, Pieter, Devreese, Bart, Dawyndt, Peter, Du Prez, Filip·2018·Nature Communications
DOI 10.1038/s41467-018-06926-3PMC PMC6203848
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Abstract

Sequence-defined macromolecules consist of a defined chain length (single mass), end-groups, composition and topology and prove promising in application fields such as anti-counterfeiting, biological mimicking and data storage. Here we show the potential use of multifunctional sequence-defined macromolecules as a storage medium. As a proof-of-principle, we describe how short text fragments (human-readable data) and QR codes (machine-readable data) are encoded as a collection of oligomers and how the original data can be reconstructed. The amide-urethane containing oligomers are generated using an automated protecting-group free, two-step iterative protocol based on thiolactone chemistry. Tandem mass spectrometry techniques have been explored to provide detailed analysis of the oligomer sequences. We have developed the generic software tools Chemcoder for encoding/decoding binary data as a collection of multifunctional macromolecules and Chemreader for reconstructing oligomer sequences from mass spectra to automate the process of chemical writing and reading.

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Fig. 1 Schematic representation of the QR code conversion. A QR code including a benzene structure, encoding the URL of the Wikipedia page of August Kekulé, who was the first to understand the structure of benzene and made a proposal for its structure, is translated to and written on 71 different sequences. Translation is done using the Chemcoder algorithm. The sequences are read afterwards by means of tandem MS and the Chemreader algorithm. Given these sequences, Chemcoder is able to reconstruct the original QR code. Different building blocks in the sequence are highlighted: start fragment (purple box); backbone (yellow boxes), stop fragment (green box) and the functionalities (grey and blue boxes)
Fig. 1 Schematic representation of the QR code conversion. A QR code including a benzene structure, encoding the URL of the Wikipedia page of August Kekulé, who was the first to understand the structure of benzene and made a proposal for its structure, is translated to and written on 71 different sequences. Translation is done using the Chemcoder algorithm. The sequences are read afterwards by means of tandem MS and the Chemreader algorithm. Given these sequences, Chemcoder is able to reconstruct the original QR code. Different building blocks in the sequence are highlighted: start fragment (purple box); backbone (yellow boxes), stop fragment (green box) and the functionalities (grey and blue boxes)CC BY · PubMed Central
Fig. 2 Determining the sequence order. Tandem mass analysis (MALDI-MS/MS) of a pentamer Z5 with five different functionalities. In blue the read-out is highlighted from right to left, in purple from left to right. The coloured arrows indicate the mass difference between two mass fragments and the functionality that is responsible for this difference.
Fig. 2 Determining the sequence order. Tandem mass analysis (MALDI-MS/MS) of a pentamer Z5 with five different functionalities. In blue the read-out is highlighted from right to left, in purple from left to right. The coloured arrows indicate the mass difference between two mass fragments and the functionality that is responsible for this difference.CC BY · PubMed Central
Fig. 3 Writing a sentence with sequences. The first two words of the question '1TO 2WRITE 3OR 4NOT 5TO 6WRITE 7ON 8OLIGOS?' in their chemical form. The different functionalities (in blue), introduced via acrylates in the chemical protocol, express a different letter or number
Fig. 3 Writing a sentence with sequences. The first two words of the question '1TO 2WRITE 3OR 4NOT 5TO 6WRITE 7ON 8OLIGOS?' in their chemical form. The different functionalities (in blue), introduced via acrylates in the chemical protocol, express a different letter or numberCC BY · PubMed Central
Fig. 4 Encoding and decoding of the QR code. Encoding scheme (left). The bit string representing the QR code is first translated into a pentadecimal numeral system (base-20). The sequence of ‘flags’ is then cut into smaller pieces. In a final step, the position of each fragment (purple) and the length of the bit string (blue) is added. The last fragment may be filled with a non-coding spacer (black); Decoding scheme (right). After determination of the sequence of all fragments, they are dereplicated, sorted, trimmed and glued together. Finally, the sequence of flags is converted into the bit string that reconstructs the original QR code
Fig. 4 Encoding and decoding of the QR code. Encoding scheme (left). The bit string representing the QR code is first translated into a pentadecimal numeral system (base-20). The sequence of ‘flags’ is then cut into smaller pieces. In a final step, the position of each fragment (purple) and the length of the bit string (blue) is added. The last fragment may be filled with a non-coding spacer (black); Decoding scheme (right). After determination of the sequence of all fragments, they are dereplicated, sorted, trimmed and glued together. Finally, the sequence of flags is converted into the bit string that reconstructs the original QR codeCC BY · PubMed Central

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Metadata

Authors
Martens, S., Landuyt, A., Espeel, P., Devreese, B., Dawyndt, P., & Du Prez, F.
Affiliations
Ghent University (BE)
ORCID
Venue
Nature Communications
Publisher
Springer Science and Business Media LLC
Published
2018-10-26
Volume
9
Issue
1
Pages
4451-4451
ISSN
2041-1723 (ISSN-L)
DOI
10.1038/s41467-018-06926-3
PMC
PMC6203848
OpenAlex
W2897696420
Cited by
180
References
57
Citations by year
2026: 12 · 2025: 15 · 2024: 15 · 2023: 23 · 2022: 27 · 2021: 25 · 2020: 36 · 2019: 27
FWCI
9.01
Type
journal article
Language
en
Open access
Licence
Locations
  • Nature Communications (publishedVersion, cc-by)
  • Europe PMC (PubMed Central) (publishedVersion, other-oa)
  • PubMed Central (publishedVersion, cc-by)
  • PubMed (publishedVersion)
  • Ghent University Academic Bibliography (Ghent University) (publishedVersion, other-oa)
  • Ghent University Academic Bibliography (Ghent University) (submittedVersion, cc-by)
  • RePEc: Research Papers in Economics (submittedVersion)
  • DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion)
  • DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion, cc-by-sa)
Funders
Fonds Wetenschappelijk Onderzoek (EOS-project 30650939)
Topics
  • Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
  • Physical Sciences › Chemistry › Organic Chemistry › Supramolecular Chemistry and Complexes
  • Physical Sciences › Chemistry › Organic Chemistry › Chemical Synthesis and Analysis
Keywords
oligomers, QR codes, text encoding, protecting group-free synthesis, tandem mass spectrometry, data reconstruction

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