Description

Boc-S-Acetamidomethyl-D-Cysteine is a protected derivative of the non-proteinogenic amino acid D-cysteine, featuring both tert-butoxycarbonyl (Boc) and acetamidomethyl (Acm) protecting groups. This compound is critically important for the synthesis of complex peptides and proteins, particularly in the field of bioconjugation and native chemical ligation, where it enables the site-specific introduction of thiol functionality. It is primarily utilized by researchers and manufacturers in the pharmaceutical, biotechnology, and life sciences industries for advanced drug discovery and development projects.

Application

• Peptide Synthesis: A key building block for the solid-phase and solution-phase synthesis of peptides containing D-cysteine residues.
• Native Chemical Ligation (NCL): Used in the preparation of peptide thioesters or as a component for ligation strategies to construct large proteins.
• Bioconjugation: Enables the site-specific attachment of payloads (e.g., drugs, fluorophores, polymers) to proteins and antibodies via its protected thiol group.
• Pharmaceutical Intermediates: Serves as a crucial chiral intermediate in the research and development of novel therapeutic agents, including enzyme inhibitors and receptor ligands.
• Chemical Biology Probes: Used to create probes for studying protein function, localization, and protein-protein interactions.
• Material Science: Can be incorporated into functionalized surfaces or polymers to introduce specific chemical handles for further modification.

Basic Information

Product Name	Boc-S-Acetamidomethyl-D-Cysteine
CAS No.	138775-00-5
Molecular Formula	C₁₁H₂₀N₂O₅S
Molecular Weight	292.35 g/mol
Synonyms	N-[(tert-Butoxy)carbonyl]-S-(acetamidomethyl)-D-cysteine; Boc-Cys(Acm)-OH (D-form); (R)-2-((tert-Butoxycarbonyl)amino)-3-((acetamidomethyl)thio)propanoic acid; D-Boc-Cys(Acm)-OH; Boc-D-Cys(Acm)-OH; N-Boc-S-acetamidomethyl-D-cysteine; tert-Butyloxycarbonyl-S-acetamidomethyl-D-cysteine
EINECS	Contact for details

Quality Control

Our Boc-S-Acetamidomethyl-D-Cysteine is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity, chiral analysis to confirm stereochemical integrity, and comprehensive identification tests. Certificates of Analysis (COA) detailing all specifications are provided to ensure compliance with your research and production requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This material is hygroscopic (moisture-sensitive) and should be handled in a dry environment to maintain stability and purity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Optical Rotation [α]²⁰D	Contact for details
Water Content (KF)	≤ 1.0%
Heavy Metals	≤ 20 ppm

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