Acid‐labile anchoring linkages for solid phase synthesis of C‐terminal asparagine peptides using the Fmoc strategy
- 1 August 1990
- journal article
- research article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 36 (2), 182-187
- https://doi.org/10.1111/j.1399-3011.1990.tb00964.x
Abstract
Two acid-labile substituted benzylamine type anchoring linkages, 4-benzoxy-2,6-dimethoxybenzylamine and 2-benzoxy-4,6-dimethoxybenzylamine, for solid phase synthesis of peptide amides were prepared. The Na-9-fluorenylmethyloxycarbonyl (Fmoc) amino acids could be easily attached to the resins with DCC/HOBt (loading 0.5–0.6 mmol/g resin). After final removal of the Na-protecting groups, treatment with TFA (50–95%) yielded amino acid and peptide amides in high purity. As we could show for the synthesis of thymulin (FTS, pGlu-Ala-Lys-Ser-Gln-Gly-Gly-Ser-Asn), these two resins with anchoring linkages are well suited for the synthesis of C-terminal Asn peptides using protected aspartic acid derivative as starting material.Keywords
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