Fmoc-Gly-NovaSyn® TGT

Description

• General description: Pre-loaded resin for synthesis of peptide acids and protected peptide fragments containing a C-terminal glycine 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 the bulky trityl-type linker helps prevent diketopiperazine formation that can occur during piperidine treatment of Fmoc-protected dipeptidyl resins.[1],[2],[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] K. Barlos, et al. (1989) Tetrahedron Lett., 30, 3947.[2] K. Barlos, et al. (1993) Ann. Chem., 215.[3] R. Steinauer, et al. in “Innovations & Perspectives in Solid Phase Synthesis”, R. Epton (Ed.), Mayflower Scientific Ltd., Birmingham, 1994, pp. 689.[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: Fmoc-Gly-NovaSyn® TGT has been used to preparehydrazinopeptides as intermediates in the semi-synthesis of glycopeptides.[5]
• Linkage: Replaces: 04-12-2711
• Analysis Note: Color (visual): white to yellow to beigeAppearance of substance (visual): beadsLoading (Photometric determination of the Fmoc-chromophore liberated upon treatment with DBU/DMF): 0.10 - 0.30 mmol/gSwelling Volume (in DMF): lot specific resultIdentity (of the substitution): passes testThe base resin is PEG-PS-copoymer (90µm), functionalised with 4-carboxy-tritylchloride.
• Legal Information: NOVASYN is a registered trademark of Merck KGaA, Darmstadt, Germany