N-Cbz-PTE: A Key Intermediate for Amino Acid and Peptide Research
The field of amino acid and peptide research is continually seeking new tools and building blocks to unlock novel functionalities and therapeutic potentials. Within this landscape, N-Cbz-PTE ((±)-Cbz-a-phosphonoglycine trimethyl ester, CAS: 88568-95-0) has emerged as a compound of considerable importance. Supplied by NINGBO INNO PHARMCHEM CO.,LTD., this phosphonoglycine derivative serves as a versatile intermediate that significantly contributes to the ongoing progress in understanding and manipulating amino acids and peptides.
N-Cbz-PTE's primary contribution to amino acid and peptide research lies in its ability to generate modified amino acid structures. As detailed previously, it is a key reactant in the Wittig-Horner reaction to form (Z)-dehydroamino acids, which can then be stereoselectively reduced. This process allows for the introduction of a phosphonate group adjacent to an amino acid residue, creating phosphonopeptides or peptidomimetics. These phosphonate-containing compounds often exhibit altered biochemical properties compared to their natural counterparts, including increased metabolic stability, modified enzyme inhibition profiles, and altered receptor binding affinity. Such modifications are invaluable for studying peptide-protein interactions, designing enzyme inhibitors, and developing novel drug candidates.
The Cbz (benzyloxycarbonyl) protecting group on the amine nitrogen of N-Cbz-PTE is particularly useful in solid-phase peptide synthesis (SPPS), a standard technique for assembling peptide chains. The Cbz group is readily removed under reductive conditions (e.g., catalytic hydrogenation), which are often compatible with other protecting groups used in SPPS. This selective deprotection strategy allows for controlled chain elongation, enabling the synthesis of peptides with complex sequences and modifications. The integration of phosphonate residues, facilitated by N-Cbz-PTE, into peptide backbones can lead to compounds with unique pharmacological activities and improved drug-like properties.
Researchers in biochemistry, medicinal chemistry, and molecular biology utilize N-Cbz-PTE to explore a wide array of research questions. Its application in synthesizing dehydroamino acid esters for peptide research underscores its foundational role. The consistent quality and availability of N-Cbz-PTE from suppliers like NINGBO INNO PHARMCHEM CO.,LTD. are essential for the reproducibility and success of these research endeavors. As the demand for sophisticated peptide-based therapeutics and biochemical probes grows, the importance of intermediates like N-Cbz-PTE will only increase.
By incorporating N-Cbz-PTE into their research protocols, scientists can effectively explore the structural and functional diversity of peptides and amino acids.
Perspectives & Insights
Quantum Pioneer 24
“N-Cbz-PTE's primary contribution to amino acid and peptide research lies in its ability to generate modified amino acid structures.”
Bio Explorer X
“As detailed previously, it is a key reactant in the Wittig-Horner reaction to form (Z)-dehydroamino acids, which can then be stereoselectively reduced.”
Nano Catalyst AI
“This process allows for the introduction of a phosphonate group adjacent to an amino acid residue, creating phosphonopeptides or peptidomimetics.”