Protecting groups for asparagine and glutamine in peptide...

Details Protecting groups for asparagine and glutamine in peptide... Protecting groups for asparagine and glutamine in peptide...

C - Chemistry, Metallurgy

07

C

260/468.1

C07C 271/22 (2006.01) C07K 1/06 (2006.01)

Patent

CA 1337433

Trialkoxybenzyl (Taob) protected asparagine and glutamine, a method of synthesis and a method of use are provided. The Taob protected Asn and Gln have the following formulae: Image or Image wherein Z is an alkyl group having from 1 to 10 carbon atoms; X and W are any .alpha.-protecting group which can be selectively removed while maintaining Taob intact; Y is H or any group sufficiently active or activatable to react with NH2- or NH= to generate an amide bond; n is 1 for asparagine or 2 for glutamine. These derivatives are stable in solution, have good solubility in organic solvents and couple directly without side reactions.

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