NovaSyn^®TGT alcohol resin

NovaSyn TGT alcohol resin is derived from TG amino resin by acylation with Bayer′s 4-carboxytrityl linker ^[1]. Before use the resin must be converted to the chloride form by heating with AcCl ^[2,3] or SOCl2 ^[4,5] in toluene. The unstable trityl chloride resin should then be used immediately. Attachment of α-amino acids is free from enantiomerization, making this support ideal for the immobilization of sensitive residues such as Cys and His. Iodine oxidation of peptides containing Cys(Trt) occurs with release of the peptide from the resin. This support is also ideally suited to the synthesis of prolyl peptides as the bulk of the trityl handle prohibits diketopiperazine formation ^[6].Cleavage of protected peptide acids from this matrix can be effected by treatment with AcOH/MeOH/DCM ^[1], 0.5% TFA or HFIP ^[7].

Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins

Literature references

^[1] E. Bayer, et al. in ′Peptides, Chemistry, Structure & Biology, Proc. 13th American Peptide Symposium′, R. S. Hodges & J. A. Smith(Eds), ESCOM, Leiden, 1994, pp. 156.
^[2] J. M. J. Frechet, et al. (1975) Tetrahedron Lett., 3055.
^[3] T. M. Fyles, et al. (1976) Can. J. Chem., 54,935.
^[4] A. v. Vliet, et al. in ′Innovation & Perspectives in Solid Phase Synthesis, 2nd International Symposium′, R. Epton (Eds), Intercept UKLtd., Andover, 1992, pp. 475.
^[5] A. v. Vliet, et al. in ′Peptides 1992, Proc. 22nd European Peptide Symposium′, C. H. Schneider & A. N. Eberle (Eds), ESCOM, Leiden,1993, pp. 279.
^[6] G. Grübler, et al. in ′Innovation & Perspectives in Solid Phase Synthesis, 3rd International Symposium′, R. Epton (Eds), Mayflower Worldwide Ltd., Birmingham, 1994, pp. 517.
^[7] R. Bollhagen, et al. (1994) J. Chem. Soc., Chem. Commun., 2559.

Replaces: 01-64-0066

Color (visual): white to yellow to beige
Appearance of substance (visual): beads
Loading (determined from the substitution of the Fmoc-Leu loaded resin): 0.15 - 0.30 mmol/g
Swelling Volume (in CH₂Cl₂): lot specific result
The polymer matrix is NovaSyn TG resin (90 µm).

NOVASYN is a registered trademark of Merck KGaA, Darmstadt, Germany

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany