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Nα-(Benzyloxycarbonyloxy)Succinimide CAS:13139-17-8

Short Description:

Catalog Number: XD95796
Cas: 13139-17-8
Molecular Formula: C12H11NO5
Molecular Weight: 249.22
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Product Detail

Product Tags

Catalog Number XD95796
Product Name Nα-(Benzyloxycarbonyloxy)Succinimide
CAS 13139-17-8
Molecular Formula C12H11NO5
Molecular Weight 249.22
Storage Details Ambient

 

Product Specification

Appearance White powder
Assay 99% min

 

Nα-(Benzyloxycarbonyloxy)succinimide (Cbz-OSu) is a reagent commonly used in peptide synthesis and solid-phase peptide synthesis (SPPS). It plays a critical role in facilitating the formation of peptide bonds and protecting specific functional groups during the synthesis process.One of the main effects of Cbz-OSu is its ability to activate the carboxylic acid group of an amino acid, allowing for subsequent reaction with an amine group. Cbz-OSu reacts with the carboxyl group of the amino acid, forming an activated ester that is highly reactive towards nucleophilic attack. This reaction enables the formation of stable peptide bonds between amino acids, leading to the stepwise assembly of a peptide chain.Additionally, Cbz-OSu also serves as a protective group for the amine functionality of specific amino acids. The benzyloxycarbonyl (Cbz) group is attached to the amino group of the amino acid, protecting it from any unwanted reactions during the synthesis process. This protection allows for selective reactions with other functional groups while ensuring the stability and integrity of the peptide chain.Another effect of Cbz-OSu is its solubility in organic solvents, such as dichloromethane or dimethylformamide (DMF). This solubility enables the easy dissolution of Cbz-OSu in reaction solvents, facilitating its use in peptide synthesis. The solubility also allows for the efficient handling and manipulation of Cbz-OSu during the synthesis process.Furthermore, Cbz-OSu exhibits high stability and compatibility with a wide range of reagents used in peptide synthesis. It displays good reactivity and high yield in peptide coupling reactions, leading to the formation of pure peptides. Its stability ensures the reproducibility and reliability of the synthesis, while its compatibility with various reagents ensures compatibility with different peptide sequences.In summary, Nα-(Benzyloxycarbonyloxy)succinimide (Cbz-OSu) is a crucial reagent in peptide synthesis and SPPS. It activates the carboxylic acid group of amino acids, allowing for the formation of stable peptide bonds. It also serves as a protective group, safeguarding the amino group during the synthesis process. Its solubility in organic solvents and compatibility with various reagents make it a valuable tool in peptide chemistry. Overall, Cbz-OSu promotes efficient and high-quality peptide synthesis, contributing to advancements in peptide research, drug discovery, and biotechnology.


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    Nα-(Benzyloxycarbonyloxy)Succinimide CAS:13139-17-8