Determination of the stability of epinephrine by optical rotation*

Rosenblum, Harold; Goldman, Robert C.; Feldman, Herman

doi:10.1002/jps.3030380509

Cited by 5 publications

(1 citation statement)

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“…Conventionally, detection of catecholamine enantiomers is carried out by high-performance liquid chromatography (HPLC) using chiral-specific columns 19 with or without derivatization of the catecholamine enantiomers prior to the HPLC analysis. 20 Chiral-specific detectors, such as circular dichroism (CD) 21 or optical rotation, 22 are used for enantiomer detection, but these methods depend on reliable separation methods.…”

Section: Introductionmentioning

confidence: 99%

Identification of Single-Molecule Catecholamine Enantiomers Using a Programmable Nanopore

Jia

Wang

et al. 2022

ACS Nano

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Enantiomers, chiral isomers with opposite chirality, typically demonstrate differences in their pharmacological activity, metabolism, and toxicity. However, direct discrimination between enantiomers is challenging due to their similar physiochemical properties. Following the strategy of programmable nanoreactors for stochastic sensing (PNRSS), introduction of phenylboronic acid (PBA) to a Mycobacterium smegmatis porin A (MspA) assists in the identification of the enantiomers of norepinephrine and epinephrine. Using a machine learning algorithm, identification of the enantiomers has been achieved with an accuracy of 98.2%. The enantiomeric excess (ee) of a mixture of enantiomeric catecholamines was measured to determine the enantiomeric purity. This sensing strategy is a faster method for the determination of ee values than liquid chromatography−mass spectrometry and is useful as a quality control in the industrial production of enantiomeric drugs.

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