1145-32-0Relevant articles and documents
Reactivity of Tyrosyl–Proline toward Benzoylation in Aqueous 1,4-Dioxane
Khachatryan, D. S.,Kochetova, L. B.,Kustova, T. P.,Lokteva, I. I.
, (2020)
Abstract: The kinetics of the reaction of L-tyrosyl-L-proline (Tyr–Pro) with di- andtrinitrophenyl benzoates in aqueous 1,4-dioxane (40 wt percent of water) were studiedin the temperature range 298–313 K. The reaction rate constant k298 was fou
Direct 3-Acylation of Indolizines by Carboxylic Acids for the Practical Synthesis of Red Light-Releasable Caged Carboxylic Acids
Watanabe, Kenji,Terao, Nodoka,Niwa, Takashi,Hosoya, Takamitsu
, p. 11822 - 11834 (2021/07/31)
To enhance the practicality of photouncaging system using 3-acyl-2-methoxyindolizines, direct acylation of indolizines with carboxylic acids was developed using condensation reagents, generally used for peptide coupling. This method allowed for caging a broad range of carboxylic acids with indolizines. The method enabled a facile synthesis of water-soluble caged bioactive carboxylic acids having an intramolecular photosensitizer. The efficient release of carboxylic acids from the synthesized caged compounds upon red light irradiation was confirmed in neutral buffered solutions.
Phenolic ester mediated oligopeptide synthesis promoted by HOBt
Saha, Abhijit,Nadimpally, Krishna Chaitanya,Paul, Ashim,Kalita, Sourav,Mandal, Bhubaneswar
, p. 188 - 193 (2014/03/21)
Although substituted phenolic ester mediated peptide synthesis is an efficient and well established method, the same via totally unsubstituted phenyl ester is not preferred due to the extremely slow rate of aminolysis. We have investigated the scope of the unsubstituted phenyl ester as an intermediate in peptide bond formation and found that it may be useful for the design of chemoselective peptide ligation when HOBt is used as an acyl transfer catalyst. The scope of HOBt catalyzed, oxo ester mediated ligation is explored for the synthesis of oligopeptides containing a cysteine, serine and threonine at the N-terminus of the ligating peptide.