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Nalpha-(tert-Butoxycarbonyl)-Nepsilon-(n-(Bromoacetyl)Alanyl)Lysine CAS NO 137233-78-4


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CAS No.:137233-78-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Nalpha-(tert-Butoxycarbonyl)-Nepsilon-(n-(Bromoacetyl)Alanyl)Lysine is a specialized, protected amino acid derivative designed for advanced peptide synthesis and bioconjugation. This compound is critical for researchers and manufacturers requiring precise, site-specific modification of peptides and proteins, particularly in the development of antibody-drug conjugates (ADCs) and other targeted therapeutics. Its unique structure, featuring both Boc-protection and a reactive bromoacetyl group, makes it an essential building block for pharmaceutical R&D, chemical biology, and proteomics applications where controlled linkage is paramount.

Application

  • Antibody-Drug Conjugate (ADC) Linker-Payload Synthesis: Serves as a key intermediate for constructing cleavable or non-cleavable linkers that connect cytotoxic drugs to monoclonal antibodies.
  • Site-Specific Protein/Peptide Modification: Enables controlled bioconjugation through the reactive bromoacetyl moiety, allowing for the attachment of labels, probes, or other functional molecules to specific lysine residues.
  • Solid-Phase Peptide Synthesis (SPPS): Used as a protected lysine derivative for the controlled incorporation of functional handles into peptide chains during Fmoc/t-Bu chemistry.
  • Chemical Biology Probe Development: Acts as a precursor for creating activity-based probes or affinity tags to study enzyme function and protein-protein interactions.
  • Pharmaceutical Intermediate: A crucial raw material in the multi-step synthesis of complex active pharmaceutical ingredients (APIs) for oncology and other targeted therapies.
  • Diagnostic Reagent Manufacturing: Employed in the production of labeled peptides and proteins for immunoassays and imaging agents.

Basic Information

Product Name Nalpha-(tert-Butoxycarbonyl)-Nepsilon-(n-(Bromoacetyl)Alanyl)Lysine
CAS No. 137233-78-4
Molecular Formula C20H34BrN3O7
Molecular Weight 508.40 g/mol
Synonyms Boc-Lys(Br-Ac-Ala)-OH; Nα-Boc-Nε-(N-bromoacetylalanyl)lysine; (2S)-6-[[(2S)-2-[(2-Bromoacetyl)amino]propanoyl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid; Boc-Lys(Ala-BrAc)-OH; N-α-Boc-N-ε-(N-bromoacetyl-L-alanyl)-L-lysine; Boc-Lys(Bromoacetyl-Ala)-OH; Lysine derivative (Boc, Br-Ac-Ala); L-Lysine, N2-[(1,1-dimethylethoxy)carbonyl]-N6-[(2-bromoacetyl)alanyl]-
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Quality Control

Our Nalpha-(tert-Butoxycarbonyl)-Nepsilon-(n-(Bromoacetyl)Alanyl)Lysine is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, NMR and MS for structural confirmation, and chiral analysis to ensure enantiomeric integrity. We provide full traceability and Certificates of Analysis (COA) detailing all specifications. Our quality commitment aligns with cGMP principles for pharmaceutical intermediates, ensuring reliability for your critical research and development processes.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below in a freezer. This product is hygroscopic (moisture-sensitive); allow the sealed container to equilibrate to room temperature before opening to prevent condensation. For long-term storage, consider under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white powder
Identification (HPLC) Conforms
Identification (NMR) Conforms
Purity (HPLC) ≥ 95.0%
Assay ≥ 97.0%
Specific Rotation -15.0° to -20.0° (c=1, DMF)
Water Content (KF) ≤ 1.0%
Residual Solvents (GC) Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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