# [Studies on difference of fluorescence activity and elution order of propranolol enantiomers by reversed-phase high performance liquid chromatography].
> 逆相高速液体クロマトグラフィーによるプロプラノロールエナンチオマーの蛍光活性差および溶出順序に関する研究


## Abstract

A reversed-phase HPLC method was established for separating propranolol enantiomers by converting them into diastereomeric monoesters using optically pure (R,R)-O,O'-diacetyl tartaric acid anhydride in an aprotic solvent with trichloroacetic acid. Separation was achieved on a CLC-ODS column with an acetic acid/methanol mobile phase at pH 3.48, monitored by fluorescence detection at excitation 296 nm and emission 340 nm. A marked difference in fluorescence absorbance between the two diastereomers was observed. Investigation of mobile phase pH, ionic strength, and organic modifier content revealed that an intramolecular hydrogen bond present exclusively in the (R,R,S) isomer influences the polarity of the derivative, thereby governing both the elution order on the reversed-phase column and the differential fluorescence activity of the two diastereomeric monoesters.

### Mechanism

An intramolecular hydrogen bond present solely in the (R,R,S) diastereomer alters the polarity of the derivative, which in turn determines the reversed-phase elution order and accounts for the observed difference in fluorescence absorbance between the two diastereomers.

## Bibliographic

- **Authors**: Wang L, Qiu Z
- **Journal**: Se Pu
- **Year**: 1997
- **PMID**: [15739492](https://pubmed.ncbi.nlm.nih.gov/15739492/)
- **Study type**: other
- **Delivery route**: not specified
- **Effect reported**: not assessed

## Delivery context

The delivery route is not clearly identifiable from this paper. For hydrogen intake, inhalation is the most efficient route; inhalation, however, carries explosion risk (empirical LFL of 10%; high-concentration devices are not recommended).

## Safety notes

The delivery route is not clearly identifiable from this paper. For hydrogen intake, inhalation is the most efficient route; inhalation, however, carries explosion risk (empirical LFL of 10%; high-concentration devices are not recommended).

See also:
- [Inhalation concentration and LFL / UFL](https://h2-papers.org/en/safety-notes/inhalation-concentration)
- [Consumer Affairs Agency accident cases](https://h2-papers.org/en/safety-notes/accident-cases)

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> **Cite as**: H2 Papers — PMID 15739492. https://h2-papers.org/en/papers/15739492
> **Source**: PubMed PMID [15739492](https://pubmed.ncbi.nlm.nih.gov/15739492/)