Description
Specifications Table
| Product Name | BOC-L-Acetamidomethyl-L-Cysteine | BOC014 | CDH |
|---|---|
| Quantity/Pack Size | 10 gm |
| Form | Powder |
| Grade | Research Grade |
| Application | Peptide synthesis, biochemical research |
Product Description
BOC-L-Acetamidomethyl-L-Cysteine is a high-quality protected cysteine derivative widely used in peptide synthesis and biochemical research. This compound features a tert-butoxycarbonyl (BOC) protecting group on the amine and an acetamidomethyl (Acm) group on the thiol, making it ideal for selective deprotection strategies in solid-phase peptide synthesis.
Researchers and students working in organic chemistry, biochemistry, or pharmaceutical development often rely on this compound for its stability and compatibility with standard coupling reagents. Whether you’re synthesizing complex peptides or studying protein structures, this research-grade chemical ensures consistent results.
At eqipped, we understand the importance of purity and reliability in lab supplies. That’s why we source this product from trusted manufacturers to meet the rigorous demands of academic and industrial research. If you’re looking to buy L-acetamidomethyl cysteine for your next project, you can trust eqipped for authentic, high-performance chemicals.
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The Acm protecting group on the cysteine side chain allows for orthogonal deprotection, giving researchers greater control over peptide assembly. This makes it particularly useful in the synthesis of disulfide-rich peptides, where selective thiol protection is critical. Many labs prefer this derivative over other cysteine protecting groups due to its stability under acidic conditions and compatibility with Fmoc chemistry.
For students and educators, this compound serves as an excellent tool for teaching advanced peptide synthesis techniques. Its well-documented behavior in various coupling conditions makes it a reliable choice for both routine experiments and complex research projects.
Applications in Research
This protected cysteine derivative finds applications in several key areas of biochemical research:
Peptide Synthesis: The BOC and Acm protecting groups allow for controlled assembly of peptide chains, particularly useful when multiple cysteine residues are present.
Protein Engineering: Used in the synthesis of protein fragments where native disulfide bonds need to be preserved or selectively formed.
Drug Development: Pharmaceutical researchers use this compound in the synthesis of therapeutic peptides requiring specific disulfide linkages.
Structural Biology: Helps in creating peptide models for studying protein folding and disulfide bond formation.
When you purchase BOC-L-Acetamidomethyl-L-Cysteine from eqipped, you’re getting a product that meets the exacting standards of modern research laboratories. Our commitment to quality ensures that each batch maintains consistent purity and performance.
Handling and Storage
To maintain the integrity of this compound, store it in a cool, dry place away from direct sunlight. The container should be tightly sealed when not in use to prevent moisture absorption. For long-term storage, keeping the product under inert gas is recommended.
When handling, use appropriate personal protective equipment including gloves and safety goggles. Work in a well-ventilated area or under a fume hood, especially when weighing out the powder. Always follow standard laboratory safety protocols when working with chemical reagents.
Why This Product Stands Out
What makes this particular BOC-L-Acetamidomethyl-L-Cysteine special is its balance of protection and reactivity. The BOC group provides excellent stability during peptide chain elongation while being easily removable under mild acidic conditions. Meanwhile, the Acm group offers robust protection for the thiol functionality, preventing unwanted disulfide formation during synthesis.
This dual protection strategy gives researchers the flexibility to manipulate peptide structures with precision. Whether you’re working on small research peptides or larger protein fragments, this compound helps maintain the integrity of your target molecule throughout the synthesis process.
Looking for a reliable Boc-L-acetamidomethyl cysteine supplier? eqipped provides research-grade chemicals with fast shipping across India.
Compatibility with Synthesis Protocols
This protected cysteine works well with most standard peptide synthesis protocols. It’s compatible with common coupling reagents like DIC/HOBt and HATU, making it versatile for various synthesis strategies. The compound also performs well in both manual synthesis and automated peptide synthesizers.
For researchers transitioning from other cysteine protecting groups, this derivative offers several advantages. Its stability during Fmoc deprotection steps and resistance to racemization make it a preferred choice for many peptide chemists.
Educational Value
For students learning peptide chemistry, working with BOC-L-Acetamidomethyl-L-Cysteine provides valuable hands-on experience with orthogonal protecting group strategies. The compound demonstrates key concepts in peptide synthesis, including:
Selective deprotection techniques
Disulfide bond formation strategies
Protecting group compatibility
Peptide purification challenges
Many university labs include this compound in their advanced organic chemistry courses to give students practical experience with modern peptide synthesis methods.
FAQs
What is BOC-L-Acetamidomethyl-L-Cysteine used for?
This compound is primarily used in peptide synthesis as a protected cysteine derivative. The BOC group protects the amine while the Acm group protects the thiol, allowing for controlled peptide assembly and selective disulfide bond formation.
How do I remove the Acm protecting group?
The acetamidomethyl (Acm) group can be removed using silver ions (Ag+) or mercury ions (Hg2+), followed by treatment with a thiol like β-mercaptoethanol. This selective deprotection allows for controlled disulfide bond formation.
Is this compound compatible with Fmoc chemistry?
Yes, BOC-L-Acetamidomethyl-L-Cysteine works well with Fmoc chemistry. The BOC group is stable under the basic conditions used for Fmoc removal, making it suitable for Fmoc-based solid-phase peptide synthesis.
What’s the typical shelf life of this product?
When stored properly in a cool, dry place with the container tightly sealed, this compound typically has a shelf life of 2-3 years. Always check the certificate of analysis for specific batch information.
Can I use this for disulfide bond formation?
Absolutely. The Acm protecting group is specifically designed for orthogonal deprotection strategies in disulfide bond formation. It allows you to selectively remove the thiol protection while keeping other protecting groups intact.
