208648-74-2

Upstream product

• 108-55-4 glutaric anhydride, 
• 126-81-8 dimedone 
• 63128-51-8 5-(tert-butoxy)-5-oxopentanoic acid 
• 208648-73-1 5-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-5-hydroxy-pentanoic acid tert-butyl ester 

Downstream Products

• 330999-08-1 5-((2R,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-ylamino)-5-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-pentanoic acid 

Relevant academic research and scientific papers

A Dde-based carboxy linker for solid-phase synthesis

The Dde-derived carboxy protecting group, 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester (ODmab) has been developed into a carboxy functional linker. The stability of the linker to standard acid and base conditions employ

A One-Pot Chemically Cleavable Bis-Linker Tether Strategy for the Synthesis of Heterodimeric Peptides

Heterodimeric peptides linked by disulfide bonds are attractive drug targets. However, their chemical assembly can be tedious, time-consuming, and low yielding. Inspired by the cellular synthesis of pro-insulin in which the two constituent peptide chains are expressed as a single-chain precursor separated by a connecting C-peptide, we have developed a novel chemically cleavable bis-linker tether which allows the convenient assembly of two peptide chains as a single “pro”-peptide on the same solid support. Following the peptide cleavage and post-synthetic modifications, this bis-linker tether can be removed in one-step by chemical means. This method was used to synthesize a drug delivery-cargo conjugate, TAT-PKCi peptide, and a two-disulfide bridged heterodimeric peptide, thionin (7-19)-(24-32R), a thionin analogue. To our knowledge, this is the first report of a one-pot chemically cleavable bis-linker strategy for the facile synthesis of cross-bridged two-chain peptides.

A novel method for solid-phase synthesis of oligosaccharides using the N-1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl (Dde) linker

The application of the N-1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl (Dde) linker for the solid-phase synthesis of oligosaccharides is described. The oligosaccharide products can be cleaved from the resin by hydrazine, ammonia or primary amines, but the linker is stable under the conditions of oligosaccharide synthesis. The first sugar can be attached to the resin linker via a vinylogous amide bond, or by ether linkage using a p-aminobenzyl alcohol converter.