Home / Publications / Enantioselectivity of the PPL-catalysed hydrolysis of racemic esters: some cases implying a conformational substrate model

Enantioselectivity of the PPL-catalysed hydrolysis of racemic esters: some cases implying a conformational substrate model

Edward Prokof'evich Serebryakov 1
Edward Prokof'evich Serebryakov
Galina Dmitrievna Gamalevich 1
Galina Dmitrievna Gamalevich
Published 1996-12-31
CommunicationVolume 6, Issue 6, 221-224
3
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Serebryakov E. P., Gamalevich G. D. Enantioselectivity of the PPL-catalysed hydrolysis of racemic esters: some cases implying a conformational substrate model // Mendeleev Communications. 1996. Vol. 6. No. 6. pp. 221-224.
GOST all authors (up to 50) Copy
Serebryakov E. P., Gamalevich G. D. Enantioselectivity of the PPL-catalysed hydrolysis of racemic esters: some cases implying a conformational substrate model // Mendeleev Communications. 1996. Vol. 6. No. 6. pp. 221-224.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1070/MC1996v006n06ABEH000733
UR - https://mendcomm.colab.ws/publications/10.1070/MC1996v006n06ABEH000733
TI - Enantioselectivity of the PPL-catalysed hydrolysis of racemic esters: some cases implying a conformational substrate model
T2 - Mendeleev Communications
AU - Serebryakov, Edward Prokof'evich
AU - Gamalevich, Galina Dmitrievna
PY - 1996
DA - 1996/12/31
PB - Mendeleev Communications
SP - 221-224
IS - 6
VL - 6
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{1996_Serebryakov,
author = {Edward Prokof'evich Serebryakov and Galina Dmitrievna Gamalevich},
title = {Enantioselectivity of the PPL-catalysed hydrolysis of racemic esters: some cases implying a conformational substrate model},
journal = {Mendeleev Communications},
year = {1996},
volume = {6},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1996v006n06ABEH000733},
number = {6},
pages = {221--224},
doi = {10.1070/MC1996v006n06ABEH000733}
}
MLA
Cite this
MLA Copy
Serebryakov, Edward Prokof'evich, and Galina Dmitrievna Gamalevich. “Enantioselectivity of the PPL-catalysed hydrolysis of racemic esters: some cases implying a conformational substrate model.” Mendeleev Communications, vol. 6, no. 6, Dec. 1996, pp. 221-224. https://mendcomm.colab.ws/publications/10.1070/MC1996v006n06ABEH000733.

Abstract

The dependence of the PPL-mediated optical resolution of eighteen racemic esters on the substrate's structure (the sense and magnitude of enantioselectivity, or the inertness of certain substrates) appears to be best explained by a mechanistic model involving a W-shaped active conformation of the substrate laying in a diastereodiscriminating plane.

References

5.
A versatile and convenient protocol for the stereocontrolled synthesis of olefinic insect pheromones
Vasil'ev A.A., Vlasyuk A.L., Gamalevich G.D., Serebryakov E.P.
Bioorganic and Medicinal Chemistry, 1996
6.
10.1070/MC1996v006n06ABEH000733_bib6
Gamalevich
Izv. Akad. Nauk, Ser. Khim., 1996
7.
10.1070/MC1996v006n06ABEH000733_bib7
Gamalevich
Izv. Akad. Nauk, Ser. Khim., 1995
9.
P. F. Vlad, G. D. Gamalevich, V. N. Kul’chitsky and E. P. Serebryakov, in preparation.
10.
Quantitative analyses of biochemical kinetic resolutions of enantiomers
Chen C.S., Fujimoto Y., Girdaukas G., Sih C.J.
Journal of the American Chemical Society, 1982
12.
Enantiomeric purity of mosher's acid
König W.A., Nippe K., Mischnick P.
Tetrahedron Letters, 1990
15.
Mechanism of pancreatic lipase action. 1. Interfacial activation of pancreatic lipase
Chapus C., Semeriva M., Bovier-Lapierre C., Desnuelle P.
Biochemistry, 1976
16.
R. Verger, in Lipases, eds. B. Borgström, H. L. Brockman. Elsevier, Amsterdam, 1984, pp. 83–150, and references therein.