Z-Glu(OtBu)-OSu (CAS 4666-16-4)

Z-Glu(OtBu)-OSu, or benzyloxycarbonyl-L-glutamic acid γ-tert-butyl ester N-hydroxysuccinimide ester, is a specialized compound used extensively in peptide synthesis. This molecule is particularly valuable for its role in the protection of the carboxyl group of glutamic acid, ensuring that this amino acid can be incorporated into peptide chains without unwanted side reactions. The tert-butyl ester group serves to protect the gamma-carboxyl functionality, while the N-hydroxysuccinimide (NHS) ester is employed for its ability to facilitate the formation of peptide bonds under mild conditions. This dual protection strategy is when synthesizing peptides that require selective deprotection and coupling steps. Additionally, the Z-group, a common protecting group for amino functionalities in peptide synthesis, can be removed under specific conditions without affecting the rest of the molecule. The use of Z-Glu(OtBu)-OSu is particularly relevant in the synthesis of complex peptides for research in biochemistry and molecular biology, where precision and the ability to generate specific peptide sequences are paramount. It′s also used in the study of enzyme-substrate interactions, allowing scientists to probe the specificity and mechanisms of enzymes that act on peptides.