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Published on 09/01/2024
In the field of amino acid derivatives, we introduced the class of Fmoc-protected N-glycosylated asparagine building blocks for solid phase peptide synthesis. Glycoproteins commonly are manufactured by recombinant expression in eukaryotic cells leading to heterogenicity of the oligosaccharide structure. With our building blocks, short glycosylated peptide fragments can be synthesized in a controlled manner and further be processed to full length peptides, e.g., by (native) chemical ligation.
Besides, we added several safety catch amino acids. Safety-catch protecting groups, e.g. Msz, Msbh, Mmsb, Msib, are stable to a particular set of conditions until they are chemically converted into their labile form, e.g. from sulfoxides to acid-labile thioesters.
Speaking of protecting groups, we included the ivDmb Lysine side chain protecting group, circumventing the known drawbacks of the established protecting groups Dde and ivDde, respectively, namely migration to free lysine ε-amino groups (“scrambling”) and incomplete removal.
Concerning Click chemistry, we introduced CliCr®, an innovative cyclic alkyne for metal-free strain-promoted click chemistry showing improved solubility in aqueous media and improved reactivity compared to most other strained alkynes.
Related to Click chemistry, we presented cyanobenzothiazole (CBT) derivatives for the CBT Click reaction, a not (yet) so well-known biocompatible and bio-orthogonal mechanism faster than the famous azide-alkyne cycloaddition. In this reaction, the nitrile function of 2-cyanobenzothiazole (2-CBT) reacts with a beta-aminothiol (1,2-aminothiol) and forms a 4,5-dihydro-1,3 thiazole.
Regarding our Linkerology® portfolio, we added hydrogen peroxide-sensitive, (bi)functional dioxoborolane self-immolative linkers. Most existing drugs pose serious threats to intact tissues due to their “always-on” pharmacological effect. To overcome this issue, prodrugs that only become cytotoxic in response to exogenous or endogenous stimuli, such as special disease markers, e.g. hydrogen peroxide, have been proposed.
In terms of drug delivery, we enriched our toolbox of polymer therapeutics by functionalized dextrans benefiting of excellent solubility, biocompatibility, biodegradability, and non-immunogenicity.
Last but not least, we added peptide nucleic acid SPPS building blocks for the production of DNA and RNA analogs.
You are looking for a different building block or special functionalization not listed in our portfolio? Get in contact for a Custom Synthesis or browse our brochure to get an overview about our capabilities!