OctaGel Resin - A New PEG-PS-based Solid Support for Solid-Phase Peptide Synthesis

Author(s): Shaveer Ramkisson, Yahaya E. Jad, Anamika Sharma, Beatriz G. de la Torre*, Fernando Albericio*

Journal Name: Letters in Organic Chemistry

Volume 16 , Issue 12 , 2019

Become EABM
Become Reviewer
Call for Editor

Graphical Abstract:


OctaGel resin is a unique, highly uniformed surface-active resin. Here, we compared the performance of OctaGel with that of known resins on the market, namely polystyrene and ChemMatrix, in Solid-Phase Peptide Synthesis. The synthesis of the ‘difficult’ Aib-ACP (65-74) decapeptide showed that OctaGel has the potential to yield molecules with satisfactory purity. Given its high swelling capacity and large bead size, OctaGel also shows efficient interaction with various solvents, including those mainly used for SPPS (DMF and DCM).

Keywords: Solid-phase peptide synthesis, OctaGel resin, polystyrene resin, Chem matrix, ACP-decapeptide, SEM.

Merrifield, R.B. J. Am. Chem. Soc., 1963, 85(14), 2149-2154.
Bruckdorfer, T.; Marder, O.; Albericio, F. Curr. Pharm. Biotechnol., 2004, 5(1), 29-43.
Zompra, A.A.; Galanis, A.S.; Werbitzky, O.; Albericio, F. Future Med. Chem., 2009, 1(2), 361-377.
Al Musaimi, O.; Al Shaer, D.; de la Torre, B.G.; Albericio, F. Pharmaceuticals (Basel), 2018, 11(2)E42
Jad, Y.E.; El-Faham, A.; de la Torre, B.G.; Albericio, F. Peptide-based Drug Discovery. Challenges and New Therapeutics, 2017, 59, 518-550.
Behrendt, R.; White, P.; Offer, J. J. Pept. Sci., 2016, 22(1), 4-27.
Jaradat, D.M.M. Amino Acids, 2018, 50(1), 39-68.
Wang, Z.; Yang, R.; Zhu, J.; Zhu, X. Sci. China Chem., 2010, 53(9), 1844-1852.
Zalipsky, S.; Albericio, F.; Barany, G. Proceedings of the Ninth American Peptide Symposium, Toronto, CanadaJune 23-28, 1985, pp. 257-260.
Zalipsky, S.; Chang, J.L.; Albericio, F.; Barany, G. React. Polym., 1994, 22(3), 243-258.
Kates, S.A.; McGuinness, B.F.; Blackburn, C.; Griffin, G.W.; Solé, N.A.; Barany, G.; Albericio, F. Biopolymers, 1998, 47(5), 365-380.
Bayer, E.; Hemmasi, B.; Albert, K.; Rapp, W.; Dengler, M. Proceedings of the Eight American Peptide Symposium, Tucson, Arizona, USAMay 22-27, 1983, pp. 87-90.
Adams, J.H.; Cook, R.M.; Hudson, D.; Jammalamadaka, V.; Lyttle, M.H.; Songster, M.F. J. Org. Chem., 1998, 63(11), 3706-3716.
Gooding, O.W.; Baudart, S.; Deegan, T.L.; Heisler, K.; Labadie, J.W.; Newcomb, W.S.; Porco, J.S.; van Eikeren, P. J. Comb. Chem., 1999, 1(1), 113-122.
Siyad, M.A.; Vinod Kumar, G.S. Polymer (Guildf.), 2012, 53, 4076-4090.
Li, W.; Xiao, X.; Czarnik, A.W. J. Comb. Chem., 1999, 1(2), 127-129.
Renil, M.; Meldal, M. Tetrahedron Lett., 1996, 37(34), 6185-6188.
Rademann, J.; Grøtli, M.; Meldal, M.; Bock, K. J. Am. Chem. Soc., 1999, 121(23), 5459-5466.
Côté, S.U.S. Patent 7842767B2, 2010 Nov 30
Garcia-Martin, F.; Quintanar-Audelo, M.; Garcia-Ramos, Y.; Cruz, C. J. Comb. Chem., 2006, 8(2), 213-220.
García-Ramos, Y.; Paradís-Bas, M.; Tulla-Puche, J.; Albericio, F. J. Pept. Sci., 2010, 16(12), 675-678.
Information about OctaGel was provided via personal correspondence with Aaptec Biotechnology.
Jad, Y.E.; Acosta, G.A.; Khattab, S.N.; de la Torre, B.G.; Govender, T.; Kruger, H.G.; El-Faham, A.; Albericio, F. Amino Acids, 2016, 48(2), 419-426.
Al Musaimi, O.; Jad, Y.E.; Kumar, A.; El-Faham, A.; Collins, L.M.; Basso, A.; de la Torre, B.G.; Albericio, F. Org. Process Res. Dev., 2018, 22(12), 1809-1816.

Rights & PermissionsPrintExport Cite as

Article Details

Year: 2019
Published on: 08 October, 2019
Page: [935 - 940]
Pages: 6
DOI: 10.2174/1570178616666190913153605
Price: $65

Article Metrics

PDF: 38