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Boc-L-Phe(4-NH-Poc)-OH

  CAS No.: 2576508-03-5   Cat No.: BADC-01855 4.5  

Boc-L-Phe(4-NH-Poc)-OH is an amino acid ADC linker intermediate with orthogonal protecting groups enabling selective payload conjugation in antibody-drug conjugates, improving linker stability and drug release control. Keywords: ADC linker, amino acid linker, protecting groups, controlled release, bioconjugation.

Boc-L-Phe(4-NH-Poc)-OH

Structure of 2576508-03-5

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ADC Linker
Molecular Formula
C18H22N2O6
Molecular Weight
362.38

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Synonyms
Boc-Phe(4-NH-Poc)
IUPAC Name
(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-(prop-2-ynoxycarbonylamino)phenyl]propanoic acid
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)NC(=O)OCC#C)C(=O)O
InChI
InChI=1S/C18H22N2O6/c1-5-10-25-16(23)19-13-8-6-12(7-9-13)11-14(15(21)22)20-17(24)26-18(2,3)4/h1,6-9,14H,10-11H2,2-4H3,(H,19,23)(H,20,24)(H,21,22)/t14-/m0/s1
InChIKey
XVKXVKVSLASFST-AWEZNQCLSA-N

Boc-L-Phe(4-NH-Poc)-OH is a protected amino acid derivative used in peptide synthesis and research applications. Here are some key applications of Boc-L-Phe(4-NH-Poc)-OH:

Drug Discovery: Boc-L-Phe(4-NH-Poc)-OH can be used in the synthesis of peptide-based drugs. By incorporating this protected amino acid into peptide sequences, researchers can develop novel therapeutic agents with specific biological activities. Its use in drug discovery can lead to new treatments for a variety of diseases, including cancer and infectious diseases.

Peptide Synthesis: Boc-L-Phe(4-NH-Poc)-OH is essential in solid-phase peptide synthesis, where it helps in the stepwise assembly of peptides. The Boc (tert-butoxycarbonyl) protecting group ensures the amino acid remains stable during the synthesis process, allowing for accurate peptide chain elongation. This technique is fundamental for producing custom peptides for research and industrial applications.

Bioconjugation: Boc-L-Phe(4-NH-Poc)-OH can be employed in bioconjugation strategies to link peptides with other molecules, such as drugs or imaging agents. The protected amino group can be selectively de-protected and conjugated to functional groups on other molecules. This application is crucial in developing targeted drug delivery systems and diagnostic tools.

Structural Biology: In structural biology, Boc-L-Phe(4-NH-Poc)-OH is used to study protein-peptide interactions. By synthesizing peptides containing this amino acid derivative, researchers can investigate binding affinities and structural conformations. Insights gained from these studies can lead to a better understanding of protein function and protein-ligand interactions.

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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