Description

l-Cysteine, S-[(acetylamino)methyl]-N-[N-[N-[N-[N-[N2-[(1,1-dimethylethoxy)carbonyl]-N6-[[2-(methylsulfonyl)ethoxy]carbonyl]-l-lysyl]-l-threonyl]-l-phenylalanyl]-l-threonyl]-l-seryl]-, 2-[[[4-(phenylazo)phenyl]methyl]sulfonyl]ethyl ester is a sophisticated, multi-functional peptide derivative designed for advanced research and development applications. This compound is engineered to provide a versatile platform for targeted drug delivery and bioconjugation strategies, leveraging its unique combination of a cysteine backbone, azo-linker, and multiple protecting groups. It is primarily utilized by pharmaceutical R&D teams and biotech researchers focused on prodrug synthesis, peptide-based therapeutics, and the development of novel diagnostic agents.

Application

• Prodrug Development: Serves as a key intermediate in the synthesis of targeted prodrugs, where its cleavable linkers allow for site-specific activation.
• Bioconjugation Reagent: Used for attaching peptides, proteins, or drug molecules to antibodies, nanoparticles, or other carriers via its reactive cysteine and ester functionalities.
• Peptide Therapeutics Research: Acts as a building block in the solid-phase or solution-phase synthesis of complex, multi-functional therapeutic peptides.
• Diagnostic Agent Synthesis: Employed in the creation of contrast agents or molecular probes for imaging, utilizing the azo-phenyl group as a potential chromophore or targeting moiety.
• Chemical Biology Studies: A valuable tool for studying enzyme-substrate interactions, protein labeling, and intracellular trafficking mechanisms.
• Linker Technology: Provides a model compound for developing and optimizing novel, stimuli-responsive (e.g., enzyme-cleavable, redox-sensitive) linker systems.

Basic Information

Product Name	l-Cysteine, S-[(acetylamino)methyl]-N-[N-[N-[N-[N-[N2-[(1,1-dimethylethoxy)carbonyl]-N6-[[2-(methylsulfonyl)ethoxy]carbonyl]-l-lysyl]-l-threonyl]-l-phenylalanyl]-l-threonyl]-l-seryl]-, 2-[[[4-(phenylazo)phenyl]methyl]sulfonyl]ethyl ester
CAS No.	76408-69-0
Molecular Formula	Contact for details
Molecular Weight	Contact for details
Synonyms	Boc-Lys(Msc)-Thr-Phe-Thr-Ser-Cys(Acm)-O-CH2-CH2-SO2-CH2-Azo-Ph; S-(Acetamidomethyl)-N-{N-{N-{N-{N-{N2-[(tert-Butoxy)carbonyl]-N6-{[(2-{[(4-{[(Phenyl)diazenyl]phenyl})methyl]sulfonyl}ethoxy)carbonyl]-L-lysyl}-L-threonyl}-L-phenylalanyl}-L-threonyl}-L-seryl}-L-cysteine 2-{[(4-{[(Phenyl)diazenyl]phenyl})methyl]sulfonyl}ethyl ester; Protected Cysteine Peptide Azo Ester; Boc-Lys(Msc)-Thr-Phe-Thr-Ser-Cys(Acm) Azo-Phenylmesylate Ester; Peptide-Drug Conjugation Intermediate; Azo-Linker Containing Cysteine Derivative; CAS 76408-69-0
EINECS	Contact for details

Quality Control

This high-purity research chemical is manufactured under controlled GMP-like conditions to ensure batch-to-batch consistency and reliability. Every lot undergoes comprehensive analytical characterization, including HPLC for purity, mass spectrometry (MS) for identity confirmation, and NMR for structural verification. We provide a detailed Certificate of Analysis (COA) with each shipment, documenting all critical quality attributes. Our quality system is designed to meet the stringent requirements of pharmaceutical R&D and pre-clinical development.

Storage

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

Specification

Item	Specification
Appearance	White to off-white solid
Identification (HPLC-MS)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Water Content (KF)	≤ 2.0%
Single Impurity (HPLC)	≤ 1.0%

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