Separation of polyprenol and dolichol by monolithic silica capillary column chromatography

Takeshi Bamba,Eiiciro Fukusaki,Yoshihisa Nakazawa,Akio Kobayashi,Hiroshi Minakuchi

doi:10.1194/jlr.m500185-jlr200

Takeshi Bamba, Eiiciro Fukusaki + Show 3 more

Open Access

https://doi.org/10.1194/jlr.m500185-jlr200

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Abstract

We attempted an analysis of naturally occurring polyprenol and dolichol using a monolithic silica capillary column in HPLC. First, the separation of the polyprenol mixture alone was performed using a 250 x 0.2 mm inner diameter (ID) octadecylsilyl (ODS)-monolithic silica capillary column. The resolution of the separation between octadecaprenol (prenol 18) and nonadecaprenol (prenol 19) exceeded by >or=2-fold the level recorded when using a conventional ODS-silica particle-packed column (250 x 4.6 mm ID) under the same elution conditions. Next, the mixture of the prenol type (polyprenol) and dolichol type (dihydropolyprenol) was subjected to this capillary HPLC system, and the separation of each homolog was successfully achieved. During the analysis of polyprenol fraction derived from Eucommia ulmoides leaves, dolichols were found as a single peak, including all-trans-polyprenol and cis-polyprenol previously identified. This sensitive high-resolution system is very useful for the analysis of compounds that are structurally close to polyprenols and dolichols and that have a low content.

Highlights

We attempted an analysis of naturally occurring polyprenol and dolichol using a monolithic silica capillary column in HPLC
Occurring polyprenols can be classified into four categories (Fig. 1): I) all trans form; only three such polyprenols are known, namely, solanesol (9-mer), spadicol (10-mer), and long-chain trans-polyprenol from Eucommia ulmoides Oliver; II) trans-trans-trans-polycis-prenols of the ficaprenol type; III) trans-trans-polycis-prenols, such as the bacteria prenol and beturaprenol types; IV) the dolichol type; the ␣ terminal is saturated only in the dolichol type
Its resolution is insufficient for the baseline separation of geometric isomers and long-chain polyprenols, prompting us to develop recently a high-resolution analytical system for polyprenol, using supercritical fluid chromatography (SFC) [11, 12]

Summary

Introduction

We succeeded in the separation of geometric isomers by connecting the monolithic silica column, which is the low backpressure in HPLC, as well as SFC [14]. In this study, we tried to separate polyprenol and dolichol using a monolithic silica capillary column in HPLC.

Results

Conclusion