Catechol as a nucleophilic catalyst of peptide bond formation.
نویسندگان
چکیده
The aminolysis of a mildly activated aminoacid ester, benzyloxycarbonyl-L-phenylalanine cyanomethyl ester, by glycine esters in the presence of catechol has been studied as a model of catalysis by RNA cis-vicinal-diol systems in protein biosynthesis. Catechol accelerated the aminolysis, especially in the presence of bases, probably by nucleophilic catalysis.
منابع مشابه
Nano-Fe3O4 as a heterogeneous recyclable magnetically separable catalyst for synthesis of nitrogen fused imidazoheterocycles via double C-N bond formation
An efficient and convenient approach towards the synthesis of nitrogen fused imidazoheterocycles through double C-N bond formation in a single step has been achieved with a good range of substituted phenacyl bromides in the presence of magnetically recoverable Fe3O4 as a green heterogeneous nanocatalyst. The present approach was found to be environmentally benign and econo...
متن کاملTheoretical study on the molecular mechanism of the [5 + 2] vs. [4 + 2] cyclization mediated by Lewis acid in the quinone system.
The thermal and Lewis acid (LA) catalyzed cyclizations of quinone 1 involved in the synthesis of Colombiasin A and Elipsaterosin B have been theoretically studied using DFT methods at the B3LYP/6-311G(d,p) computational level. B3LYP calculations suggest that the formal endo [4 + 2] cycloadduct allowing the synthesis of Colombiasin A is preferentially formed under thermal conditions, while in th...
متن کاملNano-Fe3O4 as a heterogeneous recyclable magnetically separable catalyst for synthesis of nitrogen fused imidazoheterocycles via double C-N bond formation
An efficient and convenient approach towards the synthesis of nitrogen fused imidazoheterocycles through double C-N bond formation in a single step has been achieved with a good range of substituted phenacyl bromides in the presence of magnetically recoverable Fe3O4 as a green heterogeneous nanocatalyst. The present approach was found to be environmentally benign and econo...
متن کاملCarbon catalyst derived from Himalayan pine for the C-N coupling of organic molecules leading to pyrrole formation
Carbon catalyst consisting of a hybrid structure made up of amorphous carbon and nanographite was prepared from the leaves of Pinus Roxburghii. The catalyst was prepared through sodium hydroxide and hydrochloric acid treatment of the dried pine leaves; and further functionalized with sulfuric acid treatment to incorporate the acidic functionalities. The synthesized catalyst was characterized by...
متن کاملClarification of the mechanism of acylation reaction and origin of substrate specificity of the serine-carboxyl peptidase sedolisin through QM/MM free energy simulations.
Quantum mechanical/molecular mechanical (QM/MM) free energy simulations are applied for understanding the mechanism of the acylation reaction catalyzed by sedolisin, a representative serine-carboxyl peptidase, leading to the acyl-enzyme (AE) and first product from the enzyme-catalyzed reaction. One of the interesting questions to be addressed in this work is the origin of the substrate specific...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Journal of peptide science : an official publication of the European Peptide Society
دوره 8 1 شماره
صفحات -
تاریخ انتشار 2002