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Boc-L-Tyr(2-azidoethyl)-OH

  CAS No.: 1434445-10-9   Cat No.: BADC-01719 4.5  

Boc-L-Tyr(2-azidoethyl)-OH is an azide-functionalized tyrosine ADC linker intermediate offering bioorthogonal conjugation capabilities. It enables stable and selective payload attachment in antibody-drug conjugates, enhancing therapeutic precision. Keywords: ADC linker, azide linker, tyrosine derivative, bioorthogonal chemistry, targeted therapy.

Boc-L-Tyr(2-azidoethyl)-OH

Structure of 1434445-10-9

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ADC Linker
Molecular Formula
C16H22N4O5
Molecular Weight
350.37

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Synonyms
N-Boc-O-(2-azidoethyl)-L-tyrosine
IUPAC Name
3-[4-(2-azidoethoxy)phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)OCCN=[N+]=[N-])C(=O)O
InChI
InChI=1S/C16H22N4O5/c1-16(2,3)25-15(23)19-13(14(21)22)10-11-4-6-12(7-5-11)24-9-8-18-20-17/h4-7,13H,8-10H2,1-3H3,(H,19,23)(H,21,22)
InChIKey
FGIIXSNUBTXDMU

Boc-L-Tyr(2-azidoethyl)-OH, commonly known in the field of biochemistry, is a specialized and derivative amino acid, specifically designed for targeted applications in research and pharmaceuticals. The molecule comprises a Boc-protected tyrosine, which is a standard technique employed to shield certain functional groups during chemical synthesis. This protection facilitates efficient and selective reactions. The addition of a 2-azidoethyl group introduces unique chemical properties valuable for various scientific investigations. The azido group is particularly useful for bio-orthogonal reactions, allowing this compound to participate in click chemistry, an umbrella of chemical reactions that are fast, simple, and biocompatible.

One of the key applications of Boc-L-Tyr(2-azidoethyl)-OH is in peptide synthesis. The azido functionality provides a site for conjugation that can be used to attach other molecules to the peptide backbone using click chemistry. This modification enhances the versatility of peptides, allowing for the creation of complex molecules that might be used in drug development or as probes in biological research. The ability to easily add prosthetic groups to peptides expands their functionality beyond natural peptides, enabling researchers to investigate new biochemical pathways and interactions.

Furthermore, in the realm of pharmaceuticals, Boc-L-Tyr(2-azidoethyl)-OH is critical in developing novel therapeutic agents. Its unique structure allows for the modification of peptide-based drugs, a major advantage in drug design. The use of azide-modified amino acids can improve the therapeutic properties of peptides, such as increasing their stability, bioavailability, and specificity for target receptors. This can lead to the development of more effective drugs with fewer side effects.

Besides drug development, Boc-L-Tyr(2-azidoethyl)-OH is also instrumental in the study of protein interactions within the cell. The azido group’s ability to facilitate bio-orthogonal labeling provides researchers a tool to tag and visualize proteins in live cells without disrupting normal cellular functions. This property is invaluable for investigating complex biochemical processes in real time, offering insights into protein dynamics and interactions that are crucial for understanding diseases and developing new treatments.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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