Proton shuttle mechanism in the transition state of lipase catalyzed N-acylation of amino alcohols
نویسندگان
چکیده
منابع مشابه
Kinetic study of 2 - butanol O - acylation and sec - butylamine N - acylation catalyzed by 1 Candida antarctica lipase B . 2 3
13 The aim of this work was to study the differential behavior shown by Candida antarctica 14 lipase B during the O-acylation and N-acylation of monofunctional alcohols and 15 monofunctional amines. To achieve this, 2-butanol and sec-butylamine were used as model 16 molecules. Yields, kinetics and enantioselectivity were studied for both reactions. Although a 17 steady-state ordered ternary com...
متن کاملThe effect of substrate structure on the chemoselectivity of Candida 1 antarctica lipase B - catalyzed acylation of amino - alcohols 2
12 The selective acylation of multifunctional compounds exhibiting both alcohol and amino 13 groups gives interesting products with many applications in food, cosmetic and 14 pharmaceutical industries, but it is real challenge. The current work describes the different 15 behavior shown by Candida antarctica lipase B (Novozym 435) when catalyzing the O-16 acylation and N-acylation of bifunctiona...
متن کاملSemiempirical molecular orbital studies of the acylation step in the lipase-catalyzed ester hydrolysis
In this study, we present the results from the semiempirical molecular orbital calculations for the acylation step in the lipase-catalyzed ester hydrolysis. The results reveal that the lowest energy path for the formation of the tetrahedral intermediate is for the serine residue of the catalytic triad to attack the substrate, followed by coupling heavy atom movement and proton transfer. The cal...
متن کاملPotassium carbonate: a highly efficient catalyst for the acylation of alcohols, phenols and thiols under mild conditions
A general, mild and efficient protocol has been developed for the synthesis of esters and thioesters. The process has been taking place using tetra n-butylammonium iodide (TBAI) as a phase-transfer catalyst and in the presence of potassium carbonate (K2CO3). A wide range of esters and thioesters was prepared in high yields and suitable times by the treatment of alcohols, phenols and thiols with...
متن کاملDistal Proton Shuttle Mechanism of Ribosome Catalysed Peptide Bond Formation-A Theoretical Study.
In this work, we have investigated a novel distal proton shuttle mechanism of ribosome catalyzed peptide bond formation reaction. The reaction was found to follow a two-step mechanism. A distal water molecule located about 6.1 Å away from the attacking amine plays as a proton acceptor and results in a charge-separated intermediate that is stabilized by the N terminus of L27 and the A-site A76 5...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
دوره شماره
صفحات -
تاریخ انتشار 2017