Unknown

Dataset Information

0

Resolution of Atropisomeric Cyclic Catechol Monoether O-Sulfate Esters by a Molluscan Sulfatase.


ABSTRACT: Atropisomeric cyclic catechol ethers are notoriously difficult to resolve by classical chiral phase high-performance liquid chromatography. Here, we show the first application of sulfatase enzymes for the kinetic resolution of O-sulfato-catechol ethers with enantioselectivities ranging from 30 to 65% ee, as determined by preparation of their Marfey's ether derivatives. Substrate-structure dependence was briefly explored.

SUBMITTER: Masuno MN 

PROVIDER: S-EPMC6072249 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

altmetric image

Publications

Resolution of Atropisomeric Cyclic Catechol Monoether <i>O</i>-Sulfate Esters by a Molluscan Sulfatase.

Masuno Makoto N MN   Molinski Tadeusz F TF  

ACS omega 20180712 7


Atropisomeric cyclic catechol ethers are notoriously difficult to resolve by classical chiral phase high-performance liquid chromatography. Here, we show the first application of sulfatase enzymes for the kinetic resolution of <i>O</i>-sulfato-catechol ethers with enantioselectivities ranging from 30 to 65% ee, as determined by preparation of their Marfey's ether derivatives. Substrate-structure dependence was briefly explored. ...[more]

Similar Datasets

| S-EPMC4899537 | biostudies-literature
| S-EPMC9059663 | biostudies-literature
| S-EPMC3324038 | biostudies-literature
| S-EPMC3675115 | biostudies-literature
| S-EPMC3458739 | biostudies-literature
| S-EPMC3287216 | biostudies-literature