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Boc-D-Lys(N3)-OH CHA salt

  CAS No.: 1858224-39-1   Cat No.: BADC-01761   Purity: >98% 4.5  

Boc-D-Lys(N3)-OH (CHA) is a D-lysine derived azide-functionalized ADC linker intermediate with Boc protection, supporting efficient click chemistry conjugation and controlled payload release in antibody-drug conjugates. Keywords: ADC linker, azide linker, lysine derivative, Boc protection, click chemistry.

Boc-D-Lys(N3)-OH CHA salt

Structure of 1858224-39-1

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ADC Linker
Molecular Formula
C17H33N5O4
Molecular Weight
371.48
Shipping
Store at 2-8 °C

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Synonyms
Boc-6-azido-D-norleucine cyclohexylamine salt; Boc-D-Nle(6-N3).CHA; (R)-6-Azido-2-(Boc-amino)hexanoic acid cyclohexylamine salt; Boc-D-azidolysine CHA salt; N-alpha-t-Butyloxycarbonyl-epsilon-azido-D-lysine cyclohexylamine; N-alpha-t-Butyloxycarbonyl-epsilon-azido-D-norleucine cyclohexylamine salt; (R)-6-Azido-2-(Boc-amino)hexanoic acid cyclohexylamine salt; (R)-2-t-Butyloxycarbonylamino-6-azidohexanoic acid cyclohexylamine salt; Nα-Boc-Nε-Azido-D-Lysine cyclohexylammonium salt; D-Lysine, N6-diazo-N2-[(1,1-dimethylethoxy)carbonyl]-, compd. with cyclohexanamine (1:1)
IUPAC Name
(2R)-6-azido-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid;cyclohexanamine
Canonical SMILES
CC(C)(C)OC(=O)N[C@H](CCCCN=[N+]=[N-])C(=O)O.C1CCC(CC1)N
InChI
InChI=1S/C11H20N4O4.C6H13N/c1-11(2,3)19-10(18)14-8(9(16)17)6-4-5-7-13-15-12;7-6-4-2-1-3-5-6/h8H,4-7H2,1-3H3,(H,14,18)(H,16,17);6H,1-5,7H2/t8-;/m1./s1
InChIKey
NHHYBEBTGVUZET-DDWIOCJRSA-N
Storage
Store at 2-8 °C

Boc-D-Lys(N3)-OH, a specialized amino acid derivative, plays a pivotal role in peptide synthesis and bioconjugation.

Peptide Synthesis: Widely employed in solid-phase peptide synthesis, Boc-D-Lys(N3)-OH facilitates the integration of azide-functionalized lysine residues into peptides. This strategic modification sets the stage for the subsequent attachment of diverse chemical groups via click chemistry reactions, culminating in the construction of intricate peptide-based structures essential for both research and therapeutic endeavors.

Bioconjugation: The azide group inherent in Boc-D-Lys(N3)-OH streamlines efficient conjugation with alkyne-containing molecules through copper-catalyzed azide-alkyne cycloaddition (CuAAC). This versatile technique is harnessed to label peptides with fluorescent dyes, biotin, or other functional moieties, yielding bioconjugates that find indispensable utility in diagnostic assays, imaging modalities, and targeted therapeutic interventions.

Protein Engineering: Introducing Boc-D-Lys(N3)-OH into proteins enables precise site-specific modifications and functionalizations. Researchers leverage this capability to engineer proteins endowed with unique chemical traits, enabling detailed investigations into protein-protein interactions and the design of innovative protein-based pharmaceuticals. This approach empowers researchers with meticulous control over protein architecture and function.

Drug Delivery Systems: Leveraging Boc-D-Lys(N3)-OH, researchers craft tailored drug delivery systems by selectively attaching therapeutic agents to peptides or proteins. This bespoke approach ensures targeted delivery and controlled release of drugs, enhancing therapeutic efficacy while mitigating potential side effects. Such meticulously designed delivery systems play a critical role in advancing biomedical treatments to new heights of precision and effectiveness.

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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