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Fmoc-D-Dbu(N3)-OH

  CAS No.: 1932023-47-6   Cat No.: BADC-01772 4.5  

Fmoc-D-Dbu(N3)-OH is an azide-bearing Fmoc-protected amino acid ADC linker precursor, enabling selective conjugation through click chemistry for site-specific payload attachment in antibody-drug conjugates. Keywords: ADC linker, Fmoc protection, azide functional group, bioconjugation.

Fmoc-D-Dbu(N3)-OH

Structure of 1932023-47-6

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ADC Linker
Molecular Formula
C19H18N4O4
Molecular Weight
366.37

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IUPAC Name
(3R)-4-azido-3-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC(=O)O)CN=[N+]=[N-]
InChI
InChI=1S/C19H18N4O4/c20-23-21-10-12(9-18(24)25)22-19(26)27-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,12,17H,9-11H2,(H,22,26)(H,24,25)/t12-/m1/s1
InChIKey
PNIMZMLVZIUHAV-GFCCVEGCSA-N

Fmoc-D-Dbu(N3)-OH, a derivative of Dbu, holds a crucial role in peptide synthesis and bioconjugation. Here are four key applications of Fmoc-D-Dbu(N3)-OH:

Peptide Synthesis: Serving as a fundamental component in solid-phase peptide synthesis, Fmoc-D-Dbu(N3)-OH seamlessly integrates azide functionalities into peptides, laying the groundwork for subsequent “click chemistry” reactions. This strategic integration enables the attachment of a myriad of biomolecules or synthetic compounds, fostering the creation of intricate peptide architectures with unparalleled precision and complexity.

Drug Development: Researchers harness the potent capabilities of Fmoc-D-Dbu(N3)-OH to design peptide-based drug candidates with enhanced properties. By capitalizing on the modifiability of the azide group, they can finely tune the biochemical characteristics of the peptide, such as stability, solubility, and binding affinity. This adaptability transforms Fmoc-D-Dbu(N3)-OH into a versatile tool for crafting therapeutically relevant peptides with heightened efficacy.

Bioconjugation: Serving as a linchpin in bioconjugation strategies, Fmoc-D-Dbu(N3)-OH acts as a bridging agent for peptides and a diverse array of macromolecules, including proteins, DNA, and polymers. The azide functionality provides a specific site for bioorthogonal conjugation through “click chemistry,” enabling the formation of multifunctional bioconjugates for diagnostic and therapeutic delivery systems.

Material Science: In the domain of materials research, Fmoc-D-Dbu(N3)-OH emerges as a pivotal player in functionalizing surfaces with tailored peptide sequences. This process enhances the biocompatibility and bioactivity of materials, making them suitable for a myriad of applications in biomedical implants and tissue engineering. Through the meticulous arrangement of peptides on surfaces, scientists can precisely control cell adhesion, growth, and differentiation, ushering in a new era of customized material science with profound implications for the field of biotechnology and beyond.

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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