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Evaluation of monomethoxytrityl and dimethoxytrityl as orthogonal amino protecting groups in Fmoc solid phase peptide synthesis

✍ Scribed by Stefan Matysiak; Thomas Böldicke; Werner Tegge; Ronald Frank


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
148 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


Amino acid derivatives protected at the a-or side chain amino function with mono-as well as dimethoxytrityl were successfully prepared by a one-step procedure. These derivatives were evaluated for their utilization in solid phase peptide synthesis (SPPS), particularly with respect to the selective detritylation in the presence of other acid labile protecting groups to allow for the preparation of multiple, branched or cyclized peptide structures as well as for site specific post-assembly manipulations.


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Amino Acids, Peptides and Proteins in Or
✍ Hughes, Andrew B. 📂 Article 📅 2011 🏛 Wiley-VCH Verlag GmbH & Co. KGaA ⚖ 689 KB

During solid-phase peptide synthesis (SPPS) the three nitrogen atoms of the guanidine group of Arg (Figure 9.1), being strongly nucleophilic, are prone to alkylation and subsequent Orn (ornithine) formation upon base-mediated decomposition [1], and therefore need to be protected. However, in common