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Boc-L-Cys(Propargyl)-OH

  CAS No.: 1260119-25-2   Cat No.: BADC-01682 4.5  

Boc-L-Cys(Propargyl)-OH is a cysteine-derived ADC linker intermediate with propargyl group and Boc protection, facilitating site-specific copper-catalyzed click chemistry in antibody-drug conjugates for stable payload attachment. Keywords: ADC linker, cysteine linker, propargyl group, Boc protection, bioorthogonal chemistry.

Boc-L-Cys(Propargyl)-OH

Structure of 1260119-25-2

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ADC Linker
Molecular Formula
C11H17NO4S
Molecular Weight
259.32

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Popular Publications Citing BOC Sciences Products
Synonyms
N-(tert-Butoxycarbonyl)-S-(prop-2-yn-1-yl)-L-cysteine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-prop-2-ynylsulfanylpropanoic acid
Canonical SMILES
CC(C)(C)OC(=O)NC(CSCC#C)C(=O)O
InChI
InChI=1S/C11H17NO4S/c1-5-6-17-7-8(9(13)14)12-10(15)16-11(2,3)4/h1,8H,6-7H2,2-4H3,(H,12,15)(H,13,14)/t8-/m0/s1
InChIKey
MSLYNMSPLZOMMP-QMMMGPOBSA-N

Boc-L-Cys(Propargyl)-OH, a modified amino acid utilized in diverse biochemical and pharmaceutical research endeavors, offers a myriad of applications. Here are four key applications showcased with elevated perplexity and burstiness:

Peptide Synthesis: Employed extensively in peptide synthesis, Boc-L-Cys(Propargyl)-OH plays a crucial role as the propargyl group functions as a protective shield, enabling selective deprotection and conjugation reactions. This methodology empowers researchers to craft intricate and functionally diverse peptides for intricate biochemical investigations, pushing the boundaries of peptide synthesis to new heights.

Click Chemistry: The inclusion of the propargyl group in Boc-L-Cys(Propargyl)-OH elevates its value as a reagent in click chemistry reactions, especially in bioconjugation applications. This distinctive feature allows for the attachment of a wide array of molecular probes, labels, or therapeutic agents to peptides or proteins, facilitating the creation of bioconjugates pivotal for imaging, diagnostics, and targeted therapy purposes.

Protein Engineering: Offering a gateway to protein innovation, Boc-L-Cys(Propargyl)-OH can be integrated into proteins to introduce novel biochemical functionalities. By strategically incorporating this modified amino acid, scientists can engineer proteins with augmented or unique properties, revolutionizing the fields of engineered enzymes, therapeutic proteins, and biomaterial design with cutting-edge applications.

Drug Development: Within the realm of drug discovery and development, the strategic utilization of Boc-L-Cys(Propargyl)-OH enables the production of peptide-based drug candidates boasting enhanced stability and bioavailability. The propargyl group facilitates the attachment of additional pharmacophores or delivery systems, elevating the therapeutic potential of peptide drugs by optimizing their pharmacokinetic properties.

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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