For Li-Resin in solid phase synthesis



For Li-Resin, professor Fernando Albericio and his team systematically studied its characteristic properties and found it appropriate for solid phase peptide synthesis. The excellent performance of the resin has been demonstrated for the synthesis of several model peptides including difficult sequences and those containing hindered amino acids[1]. A practical peptide synthesis workflow has also been established for its use[2]. More significantly, Li-Resin has proven to be a suitable support for peptide synthesis in aqueous system using SulfoTools’ SMOC protecting strategy. Its optimal swelling property and robust chemical stability are most favorable factors for industrial applications[3]. This type of resin had been developed previously and applied successfully for practical solid phase synthesis of oligonucleotide[4].



For Cyclover in liquid phase synthesis



Using Cyclover, we have demonstrated successful synthesis of a short peptide[5]. Thanks to the pioneering work by Japanese scientists, Cyclover performs practically well as Jitsubo’s Molecular Hiving and Ajinomoto’s Ajiphase according to their published literature. Therefore, their papers are valuable references to develop Cyclover for peptide synthesis[6,7], for oligonucleotide synthesis[8] and for PMO synthesis by precipitation [9] and extraction [10].



References



[1] Damilola C. Akintayo, Beatriz G. de la Torre, Yongfu Li and Fernando Albericio: Polymers 2022, 14(5), 28 https://doi.org/10.3390/polym14050928.[2] Damilola C. Akintayo, Srinivasa R. Manne, Beatriz G. de la Torre, Yongfu Li and Fernando Albericio: Methods and Protocols 2022, 5(5), 72 https://doi.org/10.3390/mps5050072.

[3] Christina Uth, Simon Englert, Olga Avrutina, Harald Kolmar and Sascha Knauer: Journal of Peptide Science 2023, 29(12), e3527. https://doi.org/10.1002/psc.3527.

[4] E. Atherton, M. J. Gait, R. C. Sheppard and B. J. Williams: Bioorganic Chemistry 1979, 8, 351-370 and references therein (a) Nucleic Acids Research 1977, 4, 1135-1158 (b) Nucleic Acids Research 1977, 4, 4391-4410.

[5] Yongfu Li: Composition of a lipophilic agent for solution phase synthesis of biomolecules US2023/0373936A1 and WO2023/244274A2.

[6] Yohei Okada, Rico Takasawa, Daisuke Kubo, Natsumi Iwanaga, Shuji Fujita, Kosuke Suzuki, Hideaki Suzuki, Hidehiro Kamiya and Kazuhiro Chiba: Organic Process Research and Development 2019, 23, 2576-2581.

[7] Shingo Kitada, Shuji Fujita, Yohei Okada, Shokaku Kim and Kazuhiro Chiba: Tetrahedron 2013, 69, 2555-2559.

[8] Shokaku Kim, Masanori Matsumoto and Kazuhiro Chiba: Chemistry: a European Journal 2013, 19, 8615-8620.

[9] Torii Takayoshi, Takahashi Daisuke and Katayama Satoshi: Morpholino oligonucleotide manufacturing method US10415036.

[10] Takahashi, Daisuke and Torii, Takayoshi: Morpholino oligonucleotide manufacturing method US11028386.


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