Solid-phase extraction NMR studies of chromatographic fractions of saponins from Quillaja saponaria

Nils Nyberg; Lennart Kenne; Herbert Baumann

doi:10.1021/ac025725v

Solid-phase extraction NMR studies of chromatographic fractions of saponins from Quillaja saponaria

Nils Nyberg
, Lennart Kenne
, Herbert Baumann

Publication: Contribution to journal › Journal article › peer-review

Abstract

The saponin mixture QH-B from the tree Quillaja saponaria var. Molina was fractionated by RP-HPLC in several steps. The fractions were analyzed by solid-phase extraction NMR (SPE-NMR), a technique combining the workup by solid-phase extraction with on-line coupling to an NMR flow probe. Together with MALDI-TOF mass spectrometry and comparison with chemical shifts of similar saponins, the structures of both major and minor components in QH-B could be obtained. The procedure described is a simple method to determine the structure of components in a complex mixture. The two major fractions of the mixture were found to contain at least 28 saponins, differing in the carbohydrate substructures. Eight of these have not previously been determined. The 28 saponins formed 14 equilibrium pairs by the migration of an O-acyl group between two adjacent positions on a fucosyl residue.

Original language	English
Pages (from-to)	268-274
Number of pages	7
Journal	Analytical Chemistry
Volume	75
Issue number	2
DOIs	https://doi.org/10.1021/ac025725v
Publication status	Published - 2003

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10.1021/ac025725v

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title = "Solid-phase extraction NMR studies of chromatographic fractions of saponins from Quillaja saponaria",

abstract = "The saponin mixture QH-B from the tree Quillaja saponaria var. Molina was fractionated by RP-HPLC in several steps. The fractions were analyzed by solid-phase extraction NMR (SPE-NMR), a technique combining the workup by solid-phase extraction with on-line coupling to an NMR flow probe. Together with MALDI-TOF mass spectrometry and comparison with chemical shifts of similar saponins, the structures of both major and minor components in QH-B could be obtained. The procedure described is a simple method to determine the structure of components in a complex mixture. The two major fractions of the mixture were found to contain at least 28 saponins, differing in the carbohydrate substructures. Eight of these have not previously been determined. The 28 saponins formed 14 equilibrium pairs by the migration of an O-acyl group between two adjacent positions on a fucosyl residue.",

author = "Nils Nyberg and Lennart Kenne and Herbert Baumann",

year = "2003",

doi = "10.1021/ac025725v",

language = "English",

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journal = "Analytical Chemistry",

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T1 - Solid-phase extraction NMR studies of chromatographic fractions of saponins from Quillaja saponaria

AU - Nyberg, Nils

AU - Kenne, Lennart

AU - Baumann, Herbert

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Y1 - 2003

N2 - The saponin mixture QH-B from the tree Quillaja saponaria var. Molina was fractionated by RP-HPLC in several steps. The fractions were analyzed by solid-phase extraction NMR (SPE-NMR), a technique combining the workup by solid-phase extraction with on-line coupling to an NMR flow probe. Together with MALDI-TOF mass spectrometry and comparison with chemical shifts of similar saponins, the structures of both major and minor components in QH-B could be obtained. The procedure described is a simple method to determine the structure of components in a complex mixture. The two major fractions of the mixture were found to contain at least 28 saponins, differing in the carbohydrate substructures. Eight of these have not previously been determined. The 28 saponins formed 14 equilibrium pairs by the migration of an O-acyl group between two adjacent positions on a fucosyl residue.

AB - The saponin mixture QH-B from the tree Quillaja saponaria var. Molina was fractionated by RP-HPLC in several steps. The fractions were analyzed by solid-phase extraction NMR (SPE-NMR), a technique combining the workup by solid-phase extraction with on-line coupling to an NMR flow probe. Together with MALDI-TOF mass spectrometry and comparison with chemical shifts of similar saponins, the structures of both major and minor components in QH-B could be obtained. The procedure described is a simple method to determine the structure of components in a complex mixture. The two major fractions of the mixture were found to contain at least 28 saponins, differing in the carbohydrate substructures. Eight of these have not previously been determined. The 28 saponins formed 14 equilibrium pairs by the migration of an O-acyl group between two adjacent positions on a fucosyl residue.

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DO - 10.1021/ac025725v

M3 - Journal article

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SN - 0003-2700

VL - 75

SP - 268

EP - 274

JO - Analytical Chemistry

JF - Analytical Chemistry

IS - 2

ER -

Solid-phase extraction NMR studies of chromatographic fractions of saponins from Quillaja saponaria

Abstract

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