Investigation of Peptide Labeling with ortho-Phthalaldehyde and 2‑Acylbenzaldehyde

Fan Xiao, Mengze Sun, Liyun Zhang, and Xiaoguang Lei*
he Journal of Organic Chemistry. 2023.
ortho-Phthalaldehyde (OPA) with high reactivity to the amine group has been widely used to modify proteins. We discovered new modifications of OPA and 2-acylbenzaldehyde and proposed the reaction mechanism. Using isotope labeling mass spectrometry-based experiment, we identified new cross-linking properties of OPA and 2-acylbenzaldehyde. This reactivity revealed that OPA has the potential to probe proximal amino acids in biological systems.

Xiao, F., Sun, M., Zhang, L., & Lei, X. (2023). Investigation of Peptide Labeling with ortho-Phthalaldehyde and 2-Acylbenzaldehyde. The Journal of Organic Chemistry.

ortho-Phthalaldehyde (OPA) with high reactivity to the amine group has been widely used to modify proteins. We discovered new modifications of OPA and 2-acylbenzaldehyde and proposed the reaction mechanism. Using isotope labeling mass spectrometry-based experiment, we identified new cross-linking properties of OPA and 2-acylbenzaldehyde. This reactivity revealed that OPA has the potential to probe proximal amino acids in biological systems.