10285-64-0Relevant academic research and scientific papers
Tyrosine-Specific Modification via a Dearomatization-Rearomatization Strategy: Access to Azobenzene Functionalized Peptides
Cheng, Yulian,Cheng, Zhehong,Fang, Lijing,Li, Hongchang,Su, Wu,Wang, Pengxin,Wang, Rui,Wu, Chunlei,Zhou, Yimin
supporting information, p. 4137 - 4141 (2021/06/27)
Azobenzene functionalized peptides are of great importance in photoresponsive biosystems and photopharmacology. Herein, we report an efficient approach to prepare azobenzene functionalized peptides through late-stage modification of tyrosine-containing peptides using a dearomatization-rearomatization strategy. This approach shows good chemoselectivity and site selectivity as well as sensitive group tolerance to various peptides. This method enriches the postsynthetic modification toolbox of peptides and has great potential to be applied in medicinal chemistry and chemical biology.
Diboronic Acid Anhydride-Catalyzed Direct Peptide Bond Formation Enabled by Hydroxy-Directed Dehydrative Condensation
Koshizuka, Masayoshi,Makino, Kazuishi,Shimada, Naoyuki
supporting information, (2020/11/03)
We report the catalytic direct peptide bond formations via dehydrative condensation of β-hydroxy-α-amino acids, affording the serine, threonine, or β-hydroxyvaline-derived peptides in high to excellent yields with high functional group tolerance, minimum epimerization, and excellent chemoselectivity. The key to the success of these atom-economical transformations is the use of diboronic acid anhydride catalyst for the hydroxy-directed reactions.
USE OF THE SILYLATION REACTION IN SYNTHESIS OF FRAGMENT 1-4 OF THE ACTH SEQUENCE
Rabinovich, A. K.,Krysin, E. P.
, p. 211 - 215 (2007/10/02)
A new effective method of synthesizing fragment 1-4 of the ACTH sequence ensuring a high overall yield of the desired product is proposed.This result is achieved thanks to the wide use of the silylation reaction in the synthesis, which has permitted a con
Synthesis of Gonadoliberin, a Gonadotropin Releasing Hormone
Rzeszotarska, Barbara,Masiukiewicz, Elzbieta,Kmiecik-Chmura, Halina
, p. 791 - 798 (2007/10/02)
A simple laboratory synthesis of gonadoliberin was elaborated basing on classical solution methods and using minimal protection of the side-chain functions.In the final step a hexapeptide segment was condensed with the corresponding tetrapeptide and the obtained product was purified by a single step silica gel chromatography.The total efficiency of the whole synthesis was 15percent.
USE OF 2-ALKOXY-1-ALKOXYCARBONYL-1,2-DIHYDROQUINOLINES AS CONDENSING AGENTS IN THE SYNTHESIS OF INTERMEDIATE FRAGMENTS OF THE 1 - 4 SEQUENCE OF ACTH
Antonov, A. A.,Krysin, E. P.,Karel'skii, V. N.,Astashkina, L. N.
, p. 70 - 73 (2007/10/02)
The use of 2-alkoxy-1-alkoxycarbonyl-1,2-dihydroquinolines as a condensing agent in a number of stages in the synthesis of fragments of the 1 - 4 sequence of ACTH is considered.In a number of cases, these compounds have successfully replaced dicyclohexylc
