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Fmoc-D-Lys(pentynoyl)-OH

  CAS No.: 2576508-18-2   Cat No.: BADC-01806 4.5  

Fmoc-D-Lys(pentynoyl)-OH is an alkyne-functionalized protected lysine ADC linker intermediate designed for site-specific bioorthogonal conjugation, enhancing antibody-drug conjugate assembly and payload delivery.

Fmoc-D-Lys(pentynoyl)-OH

Structure of 2576508-18-2

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ADC Linker
Molecular Formula
C26H28N2O5
Molecular Weight
448.51

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IUPAC Name
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-(pent-4-ynoylamino)hexanoic acid
Canonical SMILES
C#CCCC(=O)NCCCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
InChI
InChI=1S/C26H28N2O5/c1-2-3-15-24(29)27-16-9-8-14-23(25(30)31)28-26(32)33-17-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1,4-7,10-13,22-23H,3,8-9,14-17H2,(H,27,29)(H,28,32)(H,30,31)/t23-/m1/s1
InChIKey
ZEXYNDUFTOOVKN-HSZRJFAPSA-N

Fmoc-D-Lys(pentynoyl)-OH, a versatile chemical compound, finds frequent application in peptide synthesis and bioconjugation. Here are four key applications:

Peptide Synthesis: Delving into the realm of peptide assembly, Fmoc-D-Lys(pentynoyl)-OH plays a pivotal role in crafting peptides, especially those necessitating specific side-chain modifications. The presence of the pentynoyl group on the lysine side chain offers a platform for further chemical alterations or cyclization. This compound is particularly prized in the intricate synthesis of elaborate peptides tailored for therapeutic and investigational objectives.

Bioconjugation: Within the domain of bioconjugation strategies, Fmoc-D-Lys(pentynoyl)-OH emerges as a crucial player, facilitating the introduction of functional groups into peptides to enable their fusion with other biomolecules. The alkyne functional group on the pentynoyl moiety engages in click chemistry reactions, facilitating the linkage of peptides to diverse molecules such as drugs, fluorescent tags, and polymers. This dynamic feature is instrumental in the advancement of targeted drug delivery systems and diagnostic tools, showcasing the versatility of this compound.

Protein-Protein Interaction Studies: Researchers leverage the capabilities of Fmoc-D-Lys(pentynoyl)-OH to explore the intricate world of protein-protein interactions, integrating it into synthetic peptides that mimic protein domains. These modified peptides serve as valuable tools for probing binding affinities and interaction mechanisms, shedding light on potential inhibitors or activators of protein interactions. Such insights are pivotal for the progress of therapeutic development, underlining the importance of this compound in unraveling the complexities of molecular interactions.

Drug Design and Development: In the arena of pharmaceutical innovation, Fmoc-D-Lys(pentynoyl)-OH emerges as a key player in fashioning peptide-based drug candidates with enhanced properties. By incorporating the alkyne-functionalized lysine, researchers can make precise modifications that enhance the stability, specificity, and efficacy of peptide drugs. This meticulous approach fosters the creation of novel therapeutics with superior performance profiles, showcasing the potential of this compound in shaping the landscape of drug discovery and development with intricacy and sophistication.

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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