Description

5-Mercapto-N6-[[(4-Nitrophenyl)Methoxy]Carbonyl]Lysine is a specialized, non-natural amino acid derivative designed for advanced bioconjugation and peptide chemistry. This compound is engineered to provide a reactive thiol handle for site-specific labeling and cross-linking, a critical requirement in modern therapeutic and diagnostic development. It is primarily utilized by research institutions and pharmaceutical companies engaged in the synthesis of novel peptide-based drugs, antibody-drug conjugates (ADCs), and biochemical probes.

Application

• Site-Specific Bioconjugation: Key reagent for introducing a free thiol group into peptides or proteins for controlled attachment of fluorophores, drugs, or other payloads.
• Antibody-Drug Conjugate (ADC) Linker Chemistry: Serves as a sophisticated building block in the synthesis of cleavable or non-cleavable linkers for targeted cancer therapies.
• Peptide Engineering & Modification: Used to incorporate a protected or deprotected mercapto-lysine analog into synthetic peptides to study structure-activity relationships or create novel bioactive constructs.
• Chemical Biology Probe Development: Enables the creation of activity-based probes and affinity labels for studying enzyme function and protein-protein interactions.
• Solid-Phase Peptide Synthesis (SPPS): A valuable Fmoc-protected amino acid derivative for automated peptide synthesis, allowing for the precise introduction of a thiol functionality.
• Material Science & Surface Functionalization: Can be used to tether biomolecules to surfaces (e.g., biosensors, microarrays) via thiol-gold or thiol-maleimide chemistry.

Basic Information

Product Name	5-Mercapto-N6-[[(4-Nitrophenyl)Methoxy]Carbonyl]Lysine
CAS No.	1313529-41-7
Molecular Formula	C19H27N3O7S
Molecular Weight	441.50 g/mol
Synonyms	Fmoc-Lys(5-Mercapto, N6-PNZ)-OH; N6-[[(4-Nitrophenyl)methoxy]carbonyl]-N2-(9-fluorenylmethoxycarbonyl)-5-mercapto-L-lysine; Fmoc-Lys(5-SH, N6-PNZ)-OH; 5-Mercapto-N6-PNZ-L-lysine, Nα-Fmoc derivative; Nα-Fmoc-Nε-PNZ-5-mercapto-L-lysine; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((((4-nitrophenoxy)carbonyl)oxy)amino)hexane-1-thiol; PNZ-Fmoc-Lys(5-SH)-OH; Amino acid derivative for ADC linker synthesis
EINECS	Contact for details

Quality Control

Our production of 5-Mercapto-N6-[[(4-Nitrophenyl)Methoxy]Carbonyl]Lysine adheres to stringent quality protocols suitable for research and pharmaceutical development. Each batch is characterized by advanced analytical techniques including HPLC, NMR, and mass spectrometry to ensure high chemical purity and structural integrity. Certificates of Analysis (COA) with detailed chromatographic and spectroscopic data are provided to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere (e.g., argon or nitrogen) to prevent oxidation and degradation. The product is hygroscopic (moisture-sensitive); allow the sealed vial to equilibrate to room temperature before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (HPLC)	Conforms to reference standard
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Assay	≥ 98.0% (on anhydrous basis)
Water Content (KF)	≤ 1.0%
Residual Solvents (GC)	Meets ICH guidelines
Specific Rotation	Contact for details

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