Molecular structure and chirality

Brand, David J.; Fisher, Jed F.

doi:10.1021/ed064p1035

Cited by 14 publications

(3 citation statements)

References 8 publications

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“…The reader should note that we distinguish a chiral effect from a chiral system (one whose mirror image is not rotationally equivalent to the original). The difficulties of standardising such nomenclature are well known (Brand and Fisher 1987). The association, implicit in our definition, between all forms of optical rotation (amongst other phenomena), whether natural or field-induced, has been criticised by Barron (1986) as a misunderstanding.…”

Section: Multipole Expansionmentioning

confidence: 99%

“…'Chiroptical' and 'gyrotropic' have both been used in the literature for a similar though less general concept (Craig andThirunamachandran 1987, Silverman 1986), and each is a favourite of one referee of this paper. 'Chiroptical' itself might be confused with other derivatives such as 'chirotopic' (Brand and Fisher 1987) and 'gyrotropic' is not very descriptive. Since there is no compelling precedent for nomenclature, and our generalised definition with the associated results is novel, we retain the nomenclature of earlier papers (Stedman 1985).…”

Section: Multipole Expansionmentioning

confidence: 99%

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Selection rules for optical activity and linear birefringence bilinear in electric and magnetic fields

Ross

Sherborne

Stedman

1989

J. Phys. B: At. Mol. Opt. Phys.

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All independent geometric factors are derived for the possible polarisation dependence of optical activity and linear birefringence effects bilinear in a static electric and magnetic field, for fluids. The extension to oriented systems is illustrated. Differences between the methods used and results obtained with those of earlier workers are noted and where possible resolved. Several optical effects predicted to exist by earlier workers are shown to be forbidden, and vice versa. In particular the Jones birefringence should appear in E1/M1 coupling for all fluids, irrespective of the centrosymmetric or non-magnetic character of the system, and there exist field-dependent refractive index contributions which reverse with the direction of the light beam and are detectable by a ring laser.

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Section: Multipole Expansionmentioning

confidence: 99%

Section: Multipole Expansionmentioning

confidence: 99%

Selection rules for optical activity and linear birefringence bilinear in electric and magnetic fields

Ross

Sherborne

Stedman

1989

J. Phys. B: At. Mol. Opt. Phys.

View full text Add to dashboard Cite

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“…Many biologically significant molecules, including amino acids, nucleotides, and saccharides, are chiral in nature. , Enantiomers, which are chiral isomers with opposite chirality, usually demonstrate differences in their pharmacology, metabolism, and toxicity and have the same chemical composition and very similar physiochemical properties. − Accordingly, direct discrimination between them is difficult. Catecholamines (CA) such as norepinephrine, epinephrine, and dopamine are important neurotransmitters and hormones that play critical roles in vasoconstriction, blood pressure control, and the transmission of nerve impulses .…”

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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Hauptkettenchiralität und optische Aktivität von Polymeren aus C‐C‐Ketten

Wulff

1989

Angewandte Chemie

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Hauptkettenchiralitat ist die Chiralitat eines Polymers, die allein auf der konfigurativen oder konformativen Anordnung in der Hauptkette beruht. Durch systematische Symmetriebetrachtungen werden die wichtigsten Strukturtypen auf Chiralitat untersucht. Das uberraschende Ergebnis ist, daB auch bei Polymeren aus 1-substituierten und unsymmetrisch 1,l-disubstituierten Olefinen -den technisch wichtigsten Polymeren -zahlreiche chirale Strukturtypen auftreten, die bei Vorliegen eines einheitlichen Enantiomers auch optische Aktivitat erwarten lassen. Durch eine asymmetrische Cyclopolymerisation konnten bestimmte Strukturtypen als optisch aktive Co-oder Homopolymere realisiert werden, z. B. Copolymere von Styrol-Methylmethacrylat oder auch Polystyrol. Eine weitere neue Gruppe von optisch aktiven Polymeren sind die atropisomeren, helicalen Polyisocyanide, Polytritylmethacrylate oder Polychlorale. -Optisch aktive Polymere werden bereits als Adsorbentien fur die chromatographische Racemattrennung eingesetzt ; weitere Anwendungsmoglichkeiten zeichnen sich ab.

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Molecular structure and chirality

Abstract: Clarification of the meaning of the term chiral and its application to both chiral and achiral molecules.

Cited by 14 publications

References 8 publications

Selection rules for optical activity and linear birefringence bilinear in electric and magnetic fields

Selection rules for optical activity and linear birefringence bilinear in electric and magnetic fields

Identification of Single-Molecule Catecholamine Enantiomers Using a Programmable Nanopore

Hauptkettenchiralität und optische Aktivität von Polymeren aus C‐C‐Ketten

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