journal article·2018-08Open access

Ionizable Amino‐Polyesters Synthesized via Ring Opening Polymerization of Tertiary Amino‐Alcohols for Tissue Selective mRNA Delivery

Piotr S. Kowalski, Umberto Capasso Palmiero, Yuxuan Huang, Arnab Rudra, Robert Langer, Daniel G. Anderson

Advanced Materials· Volume 30· Issue 34

Abstract

Abstract The utility of messenger RNA (mRNA) as a therapy is gaining a broad interest due to its potential for addressing a wide range of diseases, while effective delivery of mRNA molecules to various tissues still poses a challenge. This study reports on the design and characterization of new ionizable amino‐polyesters (APEs), synthesized via ring opening polymerization (ROP) of lactones with tertiary amino‐alcohols that enable tissue and cell type selective delivery of mRNA. With a diverse library of APEs formulated into lipid nanoparticles (LNP), structure‐activity parameters crucial for efficient transfection are established and APE‐LNPs are identified that can preferentially home to and elicit effective mRNA expression with low in vivo toxicity in lung endothelium, liver hepatocytes, and splenic antigen presenting cells, including APE‐LNP demonstrating nearly tenfold more potent systemic mRNA delivery to the lungs than vivo‐jetPEI. Adopting tertiary amino‐alcohols to initiate ROP of lactones allows to control polymer molecular weight and obtain amino‐polyesters with narrow molecular weight distribution, exhibiting batch‐to‐batch consistency. All of which highlight the potential for clinical translation of APEs for systemic mRNA delivery and demonstrate the importance of employing controlled polymerization in the design of new polymeric nanomaterials to improve in vivo nucleic acid delivery.
Source: crossref · Quality: baseline

Research context

OpenAlex topics: RNA Interference and Gene Delivery · Fuel Cells and Related Materials · Advanced biosensing and bioanalysis techniques

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

David H. Koch Institute for Integrative Cancer Research Massachusetts Institute of Technology Cambridge MA 02142 USA

Department of Chemical Engineering Massachusetts Institute of Technology Cambridge MA 02142 USA

Department of Chemistry Materials and Chemical Engineering Politecnico di Milano Via Mancinelli 7 20131 Milan Italy

Institute for Medical Engineering and Science Massachusetts Institute of Technology Cambridge MA 02139 USA

Harvard and MIT Division of Health Science and Technology Massachusetts Institute of Technology Cambridge MA 02139 USA

Funding

Juvenile Diabetes Research Foundation · Defense Advanced Research Projects Agency

References (62)

Show source-provided references
1. 10.1021/acs.chemrev.5b0034610.1021/acs.chemrev.5b00346 ↗
2. 10.1186/s13073-017-0450-010.1186/s13073-017-0450-0 ↗
3. 10.1021/acs.nanolett.7b0266410.1021/acs.nanolett.7b02664 ↗
4. 10.1002/wnan.137710.1002/wnan.1377 ↗
5. 10.1038/nrg376310.1038/nrg3763 ↗
6. 10.1038/nnano.2014.8410.1038/nnano.2014.84 ↗
7. 10.1073/pnas.160029911310.1073/pnas.1600299113 ↗
8. 10.1038/nbt.324110.1038/nbt.3241 ↗
9. 10.1002/anie.20160845010.1002/anie.201608450 ↗
10. 10.1016/j.jconrel.2015.12.03210.1016/j.jconrel.2015.12.032 ↗
11. 10.1038/nrd177510.1038/nrd1775 ↗
12. 10.1016/j.jconrel.2006.04.01410.1016/j.jconrel.2006.04.014 ↗
13. 10.1016/j.addr.2007.03.01010.1016/j.addr.2007.03.010 ↗
14. 10.1021/ar700233610.1021/ar7002336 ↗
15. 10.1002/adma.20150288810.1002/adma.201502888 ↗
16. 10.1016/j.progpolymsci.2011.06.00410.1016/j.progpolymsci.2011.06.004 ↗
17. 10.1016/j.addr.2008.02.00810.1016/j.addr.2008.02.008 ↗
18. 10.1055/s-0035-156250510.1055/s-0035-1562505 ↗
19. 10.1021/jacs.5b0342910.1021/jacs.5b03429 ↗
20. 10.1021/ja503830c10.1021/ja503830c ↗
21. U.S. Food and Drug Administration CFR – Code of Federal Regulations Title 21 https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?CFRPart=172(accessed: April2017).
22. 10.1038/nmat318710.1038/nmat3187 ↗
23. 10.1021/cr940351u10.1021/cr940351u ↗
24. 10.1016/j.biomaterials.2012.01.04610.1016/j.biomaterials.2012.01.046 ↗
25. 10.1038/ncomms527710.1038/ncomms5277 ↗
26. 10.1016/j.jconrel.2012.12.01410.1016/j.jconrel.2012.12.014 ↗
27. 10.1080/17425247.2016.124418710.1080/17425247.2016.1244187 ↗
28. 10.1042/BST035006810.1042/BST0350068 ↗
29. 10.1016/j.addr.2012.09.03710.1016/j.addr.2012.09.037 ↗
30. 10.1038/mtna.2013.6610.1038/mtna.2013.66 ↗
31. 10.1021/acs.biomac.7b0135610.1021/acs.biomac.7b01356 ↗
32. 10.1021/nn304949410.1021/nn3049494 ↗
33. 10.1038/mt.2010.8510.1038/mt.2010.85 ↗
34. 10.1038/nature1830010.1038/nature18300 ↗
35. 10.1016/j.omtn.2017.11.00510.1016/j.omtn.2017.11.005 ↗
36. Shen L. · J. Allergy Clin. Immunol. · 2018
37. 10.1038/s41467-017-00600-w10.1038/s41467-017-00600-w ↗
38. 10.1073/pnas.132235611110.1073/pnas.1322356111 ↗
39. 10.1021/acs.nanolett.5b0249710.1021/acs.nanolett.5b02497 ↗
40. 10.1002/adma.20170328510.1002/adma.201703285 ↗
41. 10.1016/j.ahj.2009.12.02110.1016/j.ahj.2009.12.021 ↗
42. 10.1002/jgm.67010.1002/jgm.670 ↗
43. 10.1038/sj.gt.330128210.1038/sj.gt.3301282 ↗
44. 10.1002/adhm.20180024910.1002/adhm.201800249 ↗
45. Otto G. P. · J. Am. Assoc. Lab. Anim. Sci. · 2016 · 55 · 375
46. 10.1007/s00418-009-0577-110.1007/s00418-009-0577-1 ↗
47. 10.1073/pnas.161965311410.1073/pnas.1619653114 ↗
48. 10.1038/gt.2016.4610.1038/gt.2016.46 ↗
49. 10.1038/mt.2015.10310.1038/mt.2015.103 ↗
50. 10.1038/nbt.173310.1038/nbt.1733 ↗
51. 10.1038/nm.435610.1038/nm.4356 ↗
52. 10.1038/ncomms1463010.1038/ncomms14630 ↗
53. 10.1038/nbt.400510.1038/nbt.4005 ↗
54. 10.1038/nbt.347110.1038/nbt.3471 ↗
55. Augustin H. G. · Science · 2017 · 357
56. 10.1007/978-3-0346-0168-9_210.1007/978-3-0346-0168-9_2 ↗
57. 10.1002/iub.48710.1002/iub.487 ↗
58. 10.1016/j.nano.2016.12.01910.1016/j.nano.2016.12.019 ↗
59. 10.1093/cvr/cvu16910.1093/cvr/cvu169 ↗
60. 10.1161/01.CIR.0000102381.57477.5010.1161/01.CIR.0000102381.57477.50 ↗
61. 10.1101/cshperspect.a00653610.1101/cshperspect.a006536 ↗
62. 10.1002/anie.20140822110.1002/anie.201408221 ↗