H-D-Tyr(Propargyl)-OH - CAS 1170674-20-0 Catalog number: BADC-01716

H-D-Tyr(Propargyl)-OH is a modified amino acid consisting of tyrosine (Tyr) with a propargyl group attached to its side chain. The propargyl group is an alkyne functional group that plays a critical role in bioorthogonal chemistry, particularly in click chemistry applications. This modification allows for selective reactions with azide-functionalized molecules, facilitating the formation of stable covalent bonds without interference from other biological processes. Due to these properties, H-D-Tyr(Propargyl)-OH is often used as a key building block in the synthesis of bioconjugates, such as peptide-drug conjugates (PDCs), for targeted therapy, and in the development of molecular probes for diagnostics.

One of the primary applications of H-D-Tyr(Propargyl)-OH is in the field of targeted drug delivery. The propargyl group allows for efficient and specific conjugation to other biomolecules via click chemistry reactions, such as coupling to azide-tagged therapeutic agents or peptides. This makes H-D-Tyr(Propargyl)-OH ideal for creating peptide-drug conjugates (PDCs), which are designed to deliver cytotoxic drugs selectively to cancer cells, minimizing off-target effects and systemic toxicity. The tyrosine residue, with its aromatic side chain, also provides potential for interactions with specific receptors or enzymes, further enhancing the targeting capability of these conjugates. This application holds significant promise for improving the precision of cancer therapies and other diseases requiring targeted drug delivery.

In addition to its role in drug delivery, H-D-Tyr(Propargyl)-OH is used in chemical biology and proteomics. The propargyl group enables the selective labeling of proteins, peptides, or other biomolecules, allowing researchers to track and study molecular interactions in living systems. The compound can be conjugated with azide-functionalized imaging agents or fluorescent probes for use in live-cell imaging, providing valuable insights into cellular processes such as receptor binding, protein trafficking, and enzymatic activity. This capability is particularly important for understanding disease mechanisms, identifying new therapeutic targets, and discovering biomarkers for early disease detection.

H-D-Tyr(Propargyl)-OH also finds applications in the development of biomaterials and surface functionalization. By incorporating the propargyl group into peptide-based materials or coatings, researchers can use click chemistry to selectively attach functional molecules to surfaces, such as growth factors, antibodies, or enzymes. This is useful in tissue engineering and regenerative medicine, where functionalized biomaterials are required to promote cell adhesion, tissue regeneration, or wound healing. The tyrosine residue enhances the interaction with biomolecules and can also participate in further modifications to tailor the material properties for specific applications.