Fmoc-Asp(OMPE)-OH CAS 180675-08-5

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Fmoc-Asp(OMPE)-OH (CAS: 180675-08-5) is a meticulously designed specialized amino acid derivative specifically engineered to address particular challenges in peptide synthesis. Its core value lies in the unique OMPE (4-methyl-2,6,7-trioxo-1-phosphabicyclo[2.2.2]octane-1-yl) protecting group on its side-chain carboxyl group, which provides exceptional stability for aspartate-containing peptide segments during Fmoc solid-phase synthesis.
The outstanding advantage of this compound is its ability to significantly inhibit the formation of asparagine imide. During peptide synthesis, particularly in subsequent deprotection or alkaline treatment steps, aspartate residues are prone to intramolecular cyclization, leading to the formation of asparagine imide byproducts, which cause sequence errors and product impurities. Compared to the commonly used OtBu protecting group, the bulky OMPE group effectively blocks this undesirable cyclization reaction pathway through its pronounced steric hindrance effect, thereby ensuring the high fidelity and purity of the target peptide sequence.
Therefore, Fmoc-Asp(OMPE)-OH is not merely a common chemical reagent or protected amino acid; it serves as a critical tool for enhancing the success rate and product quality when synthesizing complex or challenging sequences (particularly aspartate-rich peptide segments). Its application directly addresses a classic challenge in peptide synthesis, making it essential for obtaining structurally precise peptides in drug development and chemical biology research.

 

 

 

    

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