295325-62-1Relevant articles and documents
Efficient preparation of photolabile agent mni-glu by regioselective nitration of 4-methoxyindoline derivative
Wang, Xiaowei,Gao, Yu,Xu, Yang,Li, Li,Zhang, Zhili,Liu, Junyi
, p. 4030 - 4038 (2009)
The present work investigates the nitration of 4-methoxy indoline derivative with different reagents and optimized conditions. We now report a simple methodology for nitration employing claycop in the presence of amine, which offers significant improvement with regard to the yield and regioselectivity, and a much more favorable isomeric ratio of products was obtained under mild conditions. Therefore, a useful method for preparation of a photolabile L-glutamate derivative was concurrently established.
An Fmoc-compatible method for synthesis of peptides containing photocaged aspartic acid or glutamic acid
Tang, Shan,Cheng, Jing-Yuan,Zheng, Ji-Shen
, p. 4582 - 4585 (2015)
A new method compatible with 9-fluorenylmethoxycarbonyl (Fmoc) solid phase peptide synthesis (SPPS) was developed to synthesize photocaged peptides carrying the photosensitive 4-methoxy-7-nitroindoline (MNI) group on the side chain of aspartic acid (Asp) and glutamic acid (Glu). The caged building blocks, Fmoc-Asp(MNI)-OH and Fmoc-Glu(MNI)-OH, could be readily synthesized on multi-gram scale. An important advantage of the new method is that the MNI group prevents the formation of aminosuccinyl side products and pyrrolidones during Fmoc SPPS and has rapid photolysis kinetics. Thus our method provides a useful approach for photocaging of peptides and proteins at side chain carboxylic groups.