Efficient molecular encoding in multifunctional self-immolative urethanes
Source abstract
Abstract
Molecular encoding in sequence-defined polymers shows promise as a new paradigm for data storage. Here, we report what is, to our knowledge, the first use of self-immolative oligourethanes for storing and reading encoded information. As a proof of principle, we describe how a text passage from Jane Austen’s Mansfield Park was encoded in sequence-defined oligourethanes and reconstructed via self-immolative sequencing. We develop Mol.E-coder, a software tool that uses a Huffman encoding scheme to convert the character table to hexadecimal. The oligourethanes are then generated by a high-throughput parallel synthesis. Sequencing of the oligourethanes by self-immolation is done concurrently in a parallel fashion, and the liquid chromatography-mass spectrometry (LC-MS) information decoded by our Mol.E-decoder software. The passage is capable of being reproduced wholly intact by a third-party, without any purifications or the use of tandem MS (MS/MS), despite multiple rounds of compression, encoding, and synthesis.
Source: openalex_inverted_index · Quality: baseline
Research context
OpenAlex topics: Chemical Synthesis and Analysis · DNA and Biological Computing · Mass Spectrometry Techniques and Applications
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (45)
Show source-provided references
1. Recent progress in the design of monodisperse, sequence-defined macromolecules10.1002/marc.201600711 ↗
2. A field guide to foldamers10.1021/cr990120t ↗
3. Peptidic foldamers: ramping up diversity10.1039/C1CS15097A ↗
4. Information-containing macromolecules10.1038/nchem.1958 ↗
5. Genomics: ENCODE explained10.1038/489052a ↗
6. Next-generation digital information storage in DNA10.1126/science.1226355 ↗
7. Towards practical, high-capacity, low-maintenance information storage in synthesized DNA10.1038/nature11875 ↗
8. Encoding information into polymers10.1038/s41570-018-0051-5 ↗
9. Impact of long-term storage on stability of standard DNA for nucleic acid-based methods10.1128/JCM.01230-10 ↗
10. Design and synthesis of digitally encoded polymers that can be decoded and erased10.1038/ncomms8237 ↗
11. Multifunctional sequence-defined macromolecules for chemical data storage10.1038/s41467-018-06926-3 ↗
12. Chemoselective synthesis of uniform sequence-coded polyurethanes and their use as molecular tags10.1016/j.chempr.2016.06.006 ↗
13. Synthesis of non-natural sequence-encoded polymers using phosphoramidite chemistry10.1021/jacs.5b02639 ↗
14. Orthogonal synthesis of “easy-to-read” information-containing polymers using phosphoramidite and radical coupling steps10.1021/jacs.6b06222 ↗
15. Easily encodable/decodable digital polymers linked by dithiosuccinimide motif10.1016/j.eurpolymj.2019.08.017 ↗
16. Engineering digital polymer based on thiol–maleimide Michael coupling toward effective writing and reading10.1039/C9PY01939A ↗
17. High-density information storage in an absolutely defined aperiodic sequence of monodisperse copolyester10.1038/s41467-019-13952-2 ↗
18. Sequence-selective dynamic covalent assembly of information-bearing oligomers10.1038/s41467-020-14607-3 ↗
19. Multicomponent molecular memory10.1038/s41467-020-14455-1 ↗
20. Multicomponent reactions provide key molecules for secret communication10.1038/s41467-018-03784-x ↗
21. Data storage in sequence-defined macromolecules via multicomponent reactions10.1016/j.eurpolymj.2018.04.038 ↗
22. Storage of information using small organic molecules10.1021/acscentsci.9b00210 ↗
23. Message in a molecule10.1038/ncomms11374 ↗
24. Encoding matter with regiospecific 12C/13C isotopic labels10.1039/C8CC00080H ↗
25. Reading polymers: sequencing of natural and synthetic macromolecules10.1002/anie.201406766 ↗
26. MS/MS sequencing of digitally encoded poly(alkoxyamine amide)s10.1021/acs.macromol.5b01051 ↗
27. 2D sequence-coded oligourethane barcodes for plastic materials labeling10.1002/marc.201700426 ↗
28. Cleavable binary dyads: simplifying data extraction and increasing storage density in digital polymers10.1002/anie.201803027 ↗
29. Molecular digital data storage using DNA10.1038/s41576-019-0125-3 ↗
30. Leibniz · 1703
31. High-capacity digital polymers: storing images in single molecules10.1021/acs.macromol.0c00666 ↗
32. A scalable and high-yield strategy for the synthesis of sequence-defined macromolecules10.1002/anie.201509398 ↗
33. Sequence-defined polymers via orthogonal allyl acrylamide building blocks10.1021/ja507262t ↗
34. Coding macromolecules: inputting information in polymers using monomer-based alphabets10.1021/acs.macromol.5b00890 ↗
35. Aerolysin nanopores decode digital information stored in tailored macromolecular analytes10.1126/sciadv.abc2661 ↗
36. Translocation of precision polymers through biological nanopores10.1002/marc.201700680 ↗
37. Sequencing of sequence-defined oligourethanes via controlled self-immolation10.1021/jacs.9b12818 ↗
38. Damage and repair in informational poly(N-substituted urethane)s10.1002/anie.202008864 ↗
39. Langbridge · 2014
40. A method for the construction of minimum-redundancy codes10.1109/JRPROC.1952.273898 ↗
41. Morris Mano · 2008
42. A convenient reduction of alpha-amino acids to 1,2-amino alcohols with retention of optical purity
43. Mass spectrometry sequencing of long digital polymers facilitated by programmed inter-byte fragmentation10.1038/s41467-017-01104-3 ↗
44. An unnatural biopolymer10.1126/science.7689747 ↗
45. Effective molarities for intramolecular reactions10.1016/S0065-3160(08)60129-X ↗