LC-MS and GC-MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand

Damien L. Callahan; Ute Roessner; Vincent Dumontet; Nicolas Perrier; Anthony G. Wedd; Richard A.J. O'Hair; Alan J.M. Baker; Spas D. Kolev

doi:10.1016/j.phytochem.2007.07.001

LC-MS and GC-MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand

Damien L. Callahan, Ute Roessner, Vincent Dumontet, Nicolas Perrier, Anthony G. Wedd, Richard A.J. O'Hair, Alan J.M. Baker, Spas D. Kolev^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

45 Citations (Scopus)

Abstract

Targeted liquid chromatography-mass spectrometry (LC-MS) technology using size exclusion chromatography and metabolite profiling based on gas chromatography-mass spectrometry (GC-MS) were used to study the nickel-rich latex of the hyperaccumulating tree Sebertia acuminata. More than 120 compounds were detected, 57 of these were subsequently identified. A methylated aldaric acid (2,4,5-trihydroxy-3-methoxy-1,6-hexan-dioic acid) was identified for the first time in biological extracts and its structure was confirmed by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy. After citric acid, it appears to be one of the most abundant small organic molecules present in the latex studied. Nickel(II) complexes of stoichiometry Ni^II:acid = 1:2 were detected for these two acids as well as for malic, itaconic, erythronic, galacturonic, tartaric, aconitic and saccharic acids. These results provide further evidence that organic acids may play an important role in the transport and possibly in the storage of metal ions in hyperaccumulating plants.

Original language	English
Pages (from-to)	240-251
Number of pages	12
Journal	Phytochemistry
Volume	69
Issue number	1
Early online date	4 Sept 2007
DOIs	https://doi.org/10.1016/j.phytochem.2007.07.001
Publication status	Published - Jan 2008
Externally published	Yes

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Callahan, D. L., Roessner, U., Dumontet, V., Perrier, N., Wedd, A. G., O'Hair, R. A. J., Baker, A. J. M., & Kolev, S. D. (2008). LC-MS and GC-MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand. Phytochemistry, 69(1), 240-251. https://doi.org/10.1016/j.phytochem.2007.07.001

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title = "LC-MS and GC-MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand",

abstract = "Targeted liquid chromatography-mass spectrometry (LC-MS) technology using size exclusion chromatography and metabolite profiling based on gas chromatography-mass spectrometry (GC-MS) were used to study the nickel-rich latex of the hyperaccumulating tree Sebertia acuminata. More than 120 compounds were detected, 57 of these were subsequently identified. A methylated aldaric acid (2,4,5-trihydroxy-3-methoxy-1,6-hexan-dioic acid) was identified for the first time in biological extracts and its structure was confirmed by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy. After citric acid, it appears to be one of the most abundant small organic molecules present in the latex studied. Nickel(II) complexes of stoichiometry NiII:acid = 1:2 were detected for these two acids as well as for malic, itaconic, erythronic, galacturonic, tartaric, aconitic and saccharic acids. These results provide further evidence that organic acids may play an important role in the transport and possibly in the storage of metal ions in hyperaccumulating plants.",

keywords = "GC-MS, Hyperaccumulator, LC-MS, Metabolite profiling, Ni complex, Organic acid, Sebertia acuminata",

author = "Callahan, {Damien L.} and Ute Roessner and Vincent Dumontet and Nicolas Perrier and Wedd, {Anthony G.} and O'Hair, {Richard A.J.} and Baker, {Alan J.M.} and Kolev, {Spas D.}",

year = "2008",

month = jan,

doi = "10.1016/j.phytochem.2007.07.001",

language = "English",

volume = "69",

pages = "240--251",

journal = "Phytochemistry",

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Callahan, DL, Roessner, U, Dumontet, V, Perrier, N, Wedd, AG, O'Hair, RAJ, Baker, AJM & Kolev, SD 2008, 'LC-MS and GC-MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand', Phytochemistry, vol. 69, no. 1, pp. 240-251. https://doi.org/10.1016/j.phytochem.2007.07.001

LC-MS and GC-MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand. / Callahan, Damien L.; Roessner, Ute; Dumontet, Vincent et al.
In: Phytochemistry, Vol. 69, No. 1, 01.2008, p. 240-251.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - LC-MS and GC-MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand

AU - Callahan, Damien L.

AU - Roessner, Ute

AU - Dumontet, Vincent

AU - Perrier, Nicolas

AU - Wedd, Anthony G.

AU - O'Hair, Richard A.J.

AU - Baker, Alan J.M.

AU - Kolev, Spas D.

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N2 - Targeted liquid chromatography-mass spectrometry (LC-MS) technology using size exclusion chromatography and metabolite profiling based on gas chromatography-mass spectrometry (GC-MS) were used to study the nickel-rich latex of the hyperaccumulating tree Sebertia acuminata. More than 120 compounds were detected, 57 of these were subsequently identified. A methylated aldaric acid (2,4,5-trihydroxy-3-methoxy-1,6-hexan-dioic acid) was identified for the first time in biological extracts and its structure was confirmed by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy. After citric acid, it appears to be one of the most abundant small organic molecules present in the latex studied. Nickel(II) complexes of stoichiometry NiII:acid = 1:2 were detected for these two acids as well as for malic, itaconic, erythronic, galacturonic, tartaric, aconitic and saccharic acids. These results provide further evidence that organic acids may play an important role in the transport and possibly in the storage of metal ions in hyperaccumulating plants.

AB - Targeted liquid chromatography-mass spectrometry (LC-MS) technology using size exclusion chromatography and metabolite profiling based on gas chromatography-mass spectrometry (GC-MS) were used to study the nickel-rich latex of the hyperaccumulating tree Sebertia acuminata. More than 120 compounds were detected, 57 of these were subsequently identified. A methylated aldaric acid (2,4,5-trihydroxy-3-methoxy-1,6-hexan-dioic acid) was identified for the first time in biological extracts and its structure was confirmed by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy. After citric acid, it appears to be one of the most abundant small organic molecules present in the latex studied. Nickel(II) complexes of stoichiometry NiII:acid = 1:2 were detected for these two acids as well as for malic, itaconic, erythronic, galacturonic, tartaric, aconitic and saccharic acids. These results provide further evidence that organic acids may play an important role in the transport and possibly in the storage of metal ions in hyperaccumulating plants.

KW - GC-MS

KW - Hyperaccumulator

KW - LC-MS

KW - Metabolite profiling

KW - Ni complex

KW - Organic acid

KW - Sebertia acuminata

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U2 - 10.1016/j.phytochem.2007.07.001

DO - 10.1016/j.phytochem.2007.07.001

M3 - Article

SN - 0031-9422

VL - 69

SP - 240

EP - 251

JO - Phytochemistry

JF - Phytochemistry

IS - 1

ER -

Callahan DL, Roessner U, Dumontet V, Perrier N, Wedd AG, O'Hair RAJ et al. LC-MS and GC-MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand. Phytochemistry. 2008 Jan;69(1):240-251. Epub 2007 Sept 4. doi: 10.1016/j.phytochem.2007.07.001

LC-MS and GC-MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand

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