N-(Benzyloxycarbonyloxy)-succinimide
Benzyl N-succinimidyl carbonate
N-Carbobenzoxyoxysuccinimide
1-{[(Benzyloxy)carbonyl]oxy}-2,5-pyrrolidinedione
O-Cbz-N-hydroxysuccinimide
EINECS 236-075-3
1-{[(Benzyloxy)carbonyl]oxy}pyrrolidine-2,5-dione
2,5-Pyrrolidinedione, 1-(((phenylmethoxy)carbonyl)oxy)-
1-{[(Benzyloxy)carbonyl]oxy}pyrrolidin-2,5-dion
Nα-(Benzyloxycarbonyloxy) Succinimide

Benzyloxycarbonylsuccinimide (abbreviated as Z-NSu) is an important amino acid derivative and a widely used amino acid protecting reagent in organic synthesis. Z-NSu is produced by the reaction of N-hydroxysuccinimide (NHS) with benzyl chloroformate, which results in the formation of the active ester Z-NSu.

Z-NSu is used as a protective group for the amino function of Lysine, Arginine, and Histidine in peptide synthesis. It has also found applications in the selective modification of peptides, such as labeling and crosslinking, and as a reagent for the synthesis of unnatural amino acids.

The use of Z-NSu has become increasingly popular in the pharmaceutical industry due to its ability to facilitate peptide synthesis and improve peptide stability. The global peptide synthesis market has been growing at a steady pace in recent years, with a projected compound annual growth rate (CAGR) of 6.5% from 2021 to 2028. This growth is mainly driven by the increasing demand for peptides in therapeutic applications and the development of new peptide-based drugs.

In addition to its use in peptide synthesis, Z-NSu has also been applied in the field of bioconjugation, where it is used as a crosslinking reagent to link biomolecules such as proteins and peptides. The global bioconjugation market is expected to reach USD 16.5 billion by 2025, driven by the growing demand for bioconjugates in drug delivery, diagnostics, and imaging.

Despite its widespread use, Z-NSu has been associated with some drawbacks, including low solubility in water, which can lead to low yields and incomplete reactions. Alternative protecting reagents, such as Fmoc, Boc, and t-Boc, have been developed to overcome these limitations.

In conclusion, Z-NSu is a versatile amino acid protecting reagent with broad applications in peptide synthesis and bioconjugation. Its increasing use in the pharmaceutical industry and the growing demand for peptides and bioconjugates are expected to drive the market growth in the coming years. However, its limitations in solubility call for the development of alternative protecting reagents that can address these challenges.