Pseudo-Wang Handle for the Preparation of Fully Protected Peptides. Synthesis of Liraglutide by Fragment Condensation | Zendy

Daniel Carbajo | Zendy; Peter Fransen | Zendy; Ayman ElFaham | Zendy; Míriam Royo | Zendy; Fernando Alberício | Zendy

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Pseudo-Wang Handle for the Preparation of Fully Protected Peptides. Synthesis of Liraglutide by Fragment Condensation

Author(s) -

Daniel Carbajo,

Peter Fransen,

Ayman ElFaham,

Míriam Royo,

Fernando Alberício

Publication year - 2019

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.9b00813

Subject(s) - chemistry , trifluoroacetic acid , combinatorial chemistry , convergent synthesis , condensation , peptide , fragment (logic) , polymerization , stereochemistry , organic chemistry , biochemistry , polymer , algorithm , computer science , physics , thermodynamics

A handle for the protection of the C-terminus of peptides after cleaving with low concentration of trifluoroacetic acid (2-4%) is reported. The handle prevents polymerization reactions in the convergent condensation of peptidic fragments. Moreover, it is traceless, being removed during the final deprotection step of the peptide synthesis. This cheap and convenient handle is easily attached to the solid support, causing no disturbance to peptide elongation and thus proving to be useful in the convergent synthesis of long peptides.

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