LifeTein Peptide Conjugates: Click Chemistry

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The Nobel Prize in Chemistry 2022 awarded to Carolyn R. Bertozzi, Morten Meldal, and K. Barry Sharpless for their outstanding work with click chemistry, a well-deserved honor for developing a vital and straightforward technique in modern chemistry. Barry Sharpless, with this as his second Nobel Prize in Chemistry, and Morten Meldal independently presented the idea of click chemistry over twenty years ago. The reactions involved are highly versatile and can be performed under a multitude of conditions, making the method incredibly efficient and applicable to many fields. In a perfect example, Carolyn Bertozzi, who was jointly awarded this Nobel Prize, utilized the principles of click chemistry to present bioorthogonal chemistry, click reactions that take place within living organisms without disrupting the normal chemistry of the cell. Since its inception, click chemistry has had its influence explored across many other facets of chemistry, including very useful applications in peptide synthesis.

LifeTein frequently uses Cu(I)-catalyzed Azide-Alkyne Click Chemistry reaction (CuAAC), Strain-promoted Azide-Alkyne Click Chemistry reaction (SPAAC), or Ligation between tetrazine and alkene (trans-Cyclooctene) reaction in its peptide-drug conjugation service. Such reactions would not be nearly as feasible without the simple answer of click chemistry, as linking large and functionalized molecules like peptides and oligonucleotides is a very challenging task otherwise. With this, LifeTein is able to provide peptide-drug, DNA-peptide conjugates and RNA-peptide conjugates for cell screening and in vivo studies with ease.

LifeTein Conjugation Services

Peptide-Drug Conjugation: LifeTein offers peptide-drug conjugate and antibody-drug conjugate (ADC) development services. Val-Cit-PAB-MMAE is a precursor of antibody drug conjugate. It contains a a protease-sensitive Val-Cit dipeptide, and a MMAE payload. The MMAE is a synthetic antineoplastic agent. It can be attached to a peptide or monoclonal antibody (MAB) which directs it toward cancer cells. We have successfully conjugated the target peptides or cell penetration peptides with Monomethyl auristatin E (MMAE), Panobinostat, Tazmetostat, and FK506 (Tacrolimus).

Peptide Pegylation Service: We can provide site-specific PEGylation of peptides using the maleimide or click chemistry. Your target can be proteins, polymers, cholesterol, lipids, DNAs, RNAs, small molecules, or nanoparticles. These PEG products are frequently used for the conjugation: Cholesterol-PEG-MAL, Biotin-PEG-MAL, DSPE-PEG-MAL, FITC-PEG-MAL, Propargyl-PEG-Maleimide, mPEG-MAL, 4-Arm PEG-MAL, 8-Arm PEG-MAL (MW 1K, 2K, 5K, 10K ). Click for more linkers.

Photo Crosslinking Peptides: We use the photo-labile amino acid p-benzoyl-L-phenylalanine (Bpa) for the peptide synthesis and downstream click chemistry to these groups: Functionalized Alkynes, Fluorophore Alkynes/Azides, Nucleoside Azides/Alkynes, Carbohydrate Azides, Organic Azides, PEG Azides, Dibenzocyclooctyne (DBCO), TCO (trans-cycloctene), Tetrazine, or BCN (bicyclo[6.1.0]nonyne).

Oligo-Peptides Conjugation: LifeTein offers DNA-peptide conjugate, RNA-peptide conjugate, Morpholino oligomer peptide or phosphorodiamidate Morpholino oligomer (PMO) peptide conjugation for cell screening and in vivo studies. The phosphorodiamidate Morpholino oligomer (PMO) contains DNA bases attached to a backbone of methylenemorpholine rings linked through phosphorodiamidate groups.

Reference: doi: 10.1007/s11095-015-1657-7

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