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

  CAS No.: 2576508-07-9   Cat No.: BADC-01793 4.5  

Fmoc-L-Phe(4-NH-Poc)-OH is an amino acid derivative used as an ADC linker intermediate, featuring orthogonal protecting groups for selective payload conjugation. It enhances antibody-drug conjugate synthesis with improved linker stability and release control. Keywords: ADC linker, amino acid linker, protecting groups, controlled release.

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

Structure of 2576508-07-9

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ADC Linker
Molecular Formula
C28H24N2O6
Molecular Weight
484.50

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Synonyms
Fmoc-Phe(4-NH-Poc)
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[4-(prop-2-ynoxycarbonylamino)phenyl]propanoic acid
Canonical SMILES
C#CCOC(=O)NC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
InChI
InChI=1S/C28H24N2O6/c1-2-15-35-27(33)29-19-13-11-18(12-14-19)16-25(26(31)32)30-28(34)36-17-24-22-9-5-3-7-20(22)21-8-4-6-10-23(21)24/h1,3-14,24-25H,15-17H2,(H,29,33)(H,30,34)(H,31,32)/t25-/m0/s1
InChIKey
MSFSUEVOFDZDOV-VWLOTQADSA-N

Fmoc-L-Phe(4-NH-Poc)-OH, a modified amino acid, crucial in peptide synthesis and diverse research pursuits.

Peptide Synthesis: In the realm of peptide synthesis, Fmoc-L-Phe(4-NH-Poc)-OH plays a pivotal role in solid-phase peptide construction, allowing for the strategic inclusion of shielded phenylalanine residues within peptide sequences. The Fmoc protecting group associated with this modified amino acid enhances the systematic assembly of peptides, aligning seamlessly with established synthesis protocols and ensuring the final peptide product’s utmost purity.

Drug Design: Within the domain of pharmaceutical innovation, Fmoc-L-Phe(4-NH-Poc)-OH emerges as a foundational component for constructing peptide-based therapeutic agents. By incorporating this derivative, scientists can finely adjust the physicochemical characteristics and bioactivity of peptide drugs. This chemical alteration holds the potential to bolster the stability, targeting specificity, and therapeutic efficacy of peptide-based medications.

Bioconjugation: Researchers harness the versatile properties of Fmoc-L-Phe(4-NH-Poc)-OH in bioconjugation methodologies, facilitating the labeling and modification of biomolecules with tailored functional groups. Leveraging its functional side chain, scientists can affix fluorescent probes, affinity tags, or other molecular entities, enabling in-depth investigations into protein interactions, cellular uptake mechanisms, and dynamic biological phenomena, unveiling new insights into the intricacies of biological systems.

Protein Engineering: Delving into the realm of protein engineering, Fmoc-L-Phe(4-NH-Poc)-OH serves as a cornerstone for introducing non-conventional amino acids into protein structures. By integrating this modified amino acid, researchers can engineer novel protein architectures or functionalities not naturally occurring.

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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