Fmoc-Cys(Trt)-NovaSyn® TGT

Description

• General description: Pre-loaded resin for synthesis of peptide acids and protected peptide fragments containing a C-terminal cysteine amino-acid residue by Fmoc SPPS. The base NovaSyn® TG is a composite of low cross-linked polystyrene and 3000-4000 M.W. polyethylene glycol. Peptide synthesis is carried out at the ends of the PEG chains that have been functionalized with the hyper-acid labile 4-carboxytrityl alcohol linker. This use of this linker helps prevent racemization[1] and β-piperidinylalanine[2] formation during chain extension.[3]Treatment of the peptidyl resin with 20% TFE in DCM or 1% TFA in DCM cleaves the product from the resin without affecting the standard TFA-labile side-chain protecting groups.[4] Standard TFA cleavage releases the fully deprotected peptide.Associated Protocols and Technical Articles:Cleavage and Deprotection Protocols for Fmoc SPPSLiterature references:[1] E. Atherton, et al. in "Peptides 1990, Proc. 21st European Peptide Symposium, E. Giralt & D. Andreu(Eds), 1991, Escom, Leiden, pp. 243[2] J. Lukszo, et al. (1996) Lett. Pept. Sci., 3, 157.[3] Y. Fujiwara, et al. (1994) Chem. Pharm. Bull., 42, 724.[4] K. Barlos & D. Gatos in “Fmoc solid phase peptide synthesis: a practical approach”, W. C. Chan & P. D.White (Eds.), Oxford University Press, Oxford, 2000, pp. 218.
• Application: Applications of Fmoc-Cys(Trt)-NovaSyn® TGT include: the preparation of a phosphoprotein using Native Chemical Ligation (NCL).[5]the preparation of a peptide intermediate for use in glycoprotein semi-synthesis.[6]
• Linkage: Replaces: 04-12-2705
• Legal Information: NOVASYN is a registered trademark of Merck KGaA, Darmstadt, Germany