Facile SPS of peptides having C‐terminal Asn and Gln*
- 1 March 1990
- journal article
- research article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 35 (3) , 281-283
- https://doi.org/10.1111/j.1399-3011.1990.tb00949.x
Abstract
Attachment of Fmoc-asparagine or glutamine to p-alkoxybenzyl alcohol type resins has always been difficult and not very effective. A very simple and effective method for the preparation of peptides terminating in asparagine or glutamine is described. The method involves quantitative attachment of Fmoc-Asp-OtBu or Fmoc-Glu-OtBu via their side-chain carboxyl group to a resin functionalized with our TMBPA linker for peptide amides. Peptide synthesis is performed using our standard Fmoc chemistry, and treatment with acid, e.g. TFA/DCM/scavenger mixtures, releases the Asn or Gln peptides.Keywords
This publication has 18 references indexed in Scilit:
- Solid‐phase synthesis of peptides with C‐terminal asparagine or glutamineInternational Journal of Peptide and Protein Research, 1990
- Anchoring of Fmoc‐amino acids to hydroxymethyl resinsInternational Journal of Peptide and Protein Research, 1989
- β‐Subunit of baboon chorionic gonadotropin Continuous flow Fmoc‐polyamide synthesis of the C‐terminal 37‐peptideInternational Journal of Peptide and Protein Research, 1988
- An acid‐labile anchoring linkage for solid‐phase synthesis of C‐terminal peptide amides under mild conditions*International Journal of Peptide and Protein Research, 1987
- Self-indicating activated esters for use in solid phase peptide synthesis. Fluorenylmethoxycarbonylamino acid derivatives of 3-hydroxy-4-oxodihydrobenzotriazineJournal of the Chemical Society, Chemical Communications, 1986
- SOLID‐PHASE PEPTIDE SYNTHESIS USING MILD BASE CLEAVAGE OF NαFLUORENYLMETHYLOXYCARBONYLAMINO ACIDS, EXEMPLIFIED BY A SYNTHESIS OF DIHYDROSOMATOSTATINInternational Journal of Peptide and Protein Research, 1978
- A mild procedure for solid phase peptide synthesis: use of fluorenylmethoxycarbonylamino-acidsJournal of the Chemical Society, Chemical Communications, 1978
- Application of polyamide resins to polypeptide synthesis: an improved synthesis of β-endorphin using fluorenylmethoxycarbonylamino-acidsJournal of the Chemical Society, Chemical Communications, 1978
- p-Alkoxybenzyl Alcohol Resin and p-Alkoxybenzyloxycarbonylhydrazide Resin for Solid Phase Synthesis of Protected Peptide FragmentsJournal of the American Chemical Society, 1973
- Eine neue Amid‐SchutzgruppeEuropean Journal of Inorganic Chemistry, 1970