Carbohydrate-Based Material Science and Producing Medicines in Flow

Rapid preparation of polysaccharides is by automated glycan assembly (AGA) [1] using a synthesizer [2] provides access to diverse glycans as large as 151-mers [3]. Accelerated synthesis methods [4] now used to synthesize complex glycans including challenging cis-linked polysaccharides [5] are enabling fundamental investigations into the structure and function of polysaccharides.

Synthetic glycans are key in combination with single molecule imaging, [6] molecular modelling and other physical methods to characterize carbohydrate structure [7-9]. Currently, we use synthetic polysaccharides to address fundamental questions of carbohydrate structure, folding and material science [10, 11].

Continuous flow systems are useful for automated reaction optimization [12] and the modular assembly of active pharmaceutical ingredients. [13] have become increasingly interesting to practitioners of synthetic chemistry. The new “radial synthesis” concept enables the autonomous production of medications. [14] Production of the anti-malaria drug artemisinin and its use against COVID-19 will serve as an example for a drug produced in flow.

References

1. Guberman, M.; Seeberger, P.H.; J. Am. Chem. Soc., 2019, 141, 5581.
2. Hahm, H.S.; Schlegel, M.K.; Hurevich, M.; Eller, S.; Schuhmacher, F.; Hofmann, J.; Pagel, K.; Seeberger, P.H.; Proc Nat Acad Sci USA, 2017, 114, E3385.
3. Joseph, A.; Pardo-Vargas, A.; Seeberger, P.H.; J. Am. Chem. Soc., 2020, 142, 8561.
4. Danglad-Flores, J.; Leichnitz, S.; Sletten, E.T.; Joseph, A.A.; Bienert, K.; Le Mai Hoang, K.; Seeberger, P.H.; J. Am. Chem. Soc., 2021, 143, 8893.
5. Zhu, Y.; Delbianco, M.; Seeberger, P.H.; J. Am. Chem. Soc., 2021, 143, 9758.
6. Wu, X. Delbianco, M.; Anggara, K.; Michnowicz, T.; Pardo-Vargas, A.; Bharate, P.; Sen, S.; Pristl, M.; Rauschenbach, S.; Schlickum, U.; Abb, S.; Seeberger, P.H.; Kern, K.; Nature 2020, 582, 375
7. 7. Delbianco, M.; … Seeberger; Am.Chem.Soc. 2018, 140, 5421.
8. Yu, Y.; … Seeberger, P.H.; Delbianco, M.; J Am. Chem. Soc. 2019, 141, 4833.
9. Yu, Y.; Tyrikos-Ergas, T.; Zhu, Y.; Fittolani, G.; Bordoni, V.; Singhal, A.; Fair, R.J.; Grafmüller, A.; Seeberger, P.H.; Delbianco, M.; Angew.Chem.Int.Ed. 2019, 58, 13127.
10. 10. Anggara, A.; Zhu, Y.; Delbianco, M.; Rauschenbach, S.; Abb, S.; Seeberger, P.H.; Kern, K.; Am. Chem. Soc., 2020, 142, 21420.
11. Anggara, K.; Zhu, Y.; …Seeberger, P.H.; Kern, K.; Proc Nat Acad Sci USA, 2021, 118, e2102168118.
12. Chatterjee, S.; Moon, S.; Hentschel, F.; Gilmore, K.; Seeberger, P.H.; J. Am. Chem. Soc., 2018, 140, 11942.
13. Ghislieri, D.; Gilmore, K.; Seeberger, P.H.; Angew. Chem. Int. Ed. 2015, 54, 678.
14. Chatterjee, S.; Guidi, M.; Seeberger, P.H.; Gilmore, K.; Nature 2020, 579, 379.

_____

If you are not from ICIQ and wuld like to attend this seminar, please register here.