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Title: Droplet probe: coupling chromatography to the in situ evaluation of the chemistry of nature

Abstract

The chemistry of nature can be beautiful, inspiring, beneficial and poisonous, depending on perspective. Since the isolation of the first secondary metabolites roughly two centuries ago, much of the chemical research on natural products has been both reductionist and static. Typically, compounds were isolated and characterized from the extract of an entire organism from a single time point. While there could be subtexts to that approach, the general premise has been to determine the chemistry with very little in the way of tools to differentiate spatial and/or temporal changes in secondary metabolite profiles. However, the past decade has seen exponential advances in our ability to observe, measure, and visualize the chemistry of nature in situ. Many of those techniques have been reviewed in this journal, and most are tapping into the power of mass spectrometry to analyze a plethora of sample types. In nearly all of the other techniques used to study chemistry in situ, the element of chromatography has been eliminated, instead using various ionization sources to coax ions of the secondary metabolites directly into the mass spectrometer as a mixture. Much of that science has been driven by the great advances in ambient ionization techniques used with amore » suite of mass spectrometry platforms, including the alphabet soup from DESI to LAESI to MALDI. This review discusses the one in situ analysis technique that incorporates chromatography, being the droplet-liquid microjunction-surface sampling probe, which is more easily termed “droplet probe”. In addition to comparing and contrasting the droplet probe with other techniques, we provide perspective on why scientists, particularly those steeped in natural products chemistry training, may want to include chromatography in in situ analyses. Moreover, we provide justification for droplet sampling, especially for samples with delicate and/or non-uniform topographies. Furthermore, while the droplet probe has been used the most in the analysis of fungal cultures, we digest a variety of other applications, ranging from cyanobacteria, to plant parts, and even delicate documents, such as herbarium specimens.« less

Authors:
ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [2]; ORCiD logo [1]
  1. Department of Chemistry & Biochemistry, University of North Carolina at Greensboro, Greensboro, USA
  2. Mass Spectrometry and Laser Spectroscopy Group, Chemical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, USA
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
OSTI Identifier:
1514761
Alternate Identifier(s):
OSTI ID: 1607134
Grant/Contract Number:  
AC05-00OR22725
Resource Type:
Published Article
Journal Name:
Natural Product Reports
Additional Journal Information:
Journal Name: Natural Product Reports Journal Volume: 36 Journal Issue: 7; Journal ID: ISSN 0265-0568
Publisher:
Royal Society of Chemistry
Country of Publication:
United Kingdom
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Oberlies, Nicholas H., Knowles, Sonja L., Amrine, Chiraz Soumia M., Kao, Diana, Kertesz, Vilmos, and Raja, Huzefa A. Droplet probe: coupling chromatography to the in situ evaluation of the chemistry of nature. United Kingdom: N. p., 2019. Web. https://doi.org/10.1039/C9NP00019D.
Oberlies, Nicholas H., Knowles, Sonja L., Amrine, Chiraz Soumia M., Kao, Diana, Kertesz, Vilmos, & Raja, Huzefa A. Droplet probe: coupling chromatography to the in situ evaluation of the chemistry of nature. United Kingdom. https://doi.org/10.1039/C9NP00019D
Oberlies, Nicholas H., Knowles, Sonja L., Amrine, Chiraz Soumia M., Kao, Diana, Kertesz, Vilmos, and Raja, Huzefa A. Wed . "Droplet probe: coupling chromatography to the in situ evaluation of the chemistry of nature". United Kingdom. https://doi.org/10.1039/C9NP00019D.
@article{osti_1514761,
title = {Droplet probe: coupling chromatography to the in situ evaluation of the chemistry of nature},
author = {Oberlies, Nicholas H. and Knowles, Sonja L. and Amrine, Chiraz Soumia M. and Kao, Diana and Kertesz, Vilmos and Raja, Huzefa A.},
abstractNote = {The chemistry of nature can be beautiful, inspiring, beneficial and poisonous, depending on perspective. Since the isolation of the first secondary metabolites roughly two centuries ago, much of the chemical research on natural products has been both reductionist and static. Typically, compounds were isolated and characterized from the extract of an entire organism from a single time point. While there could be subtexts to that approach, the general premise has been to determine the chemistry with very little in the way of tools to differentiate spatial and/or temporal changes in secondary metabolite profiles. However, the past decade has seen exponential advances in our ability to observe, measure, and visualize the chemistry of nature in situ. Many of those techniques have been reviewed in this journal, and most are tapping into the power of mass spectrometry to analyze a plethora of sample types. In nearly all of the other techniques used to study chemistry in situ, the element of chromatography has been eliminated, instead using various ionization sources to coax ions of the secondary metabolites directly into the mass spectrometer as a mixture. Much of that science has been driven by the great advances in ambient ionization techniques used with a suite of mass spectrometry platforms, including the alphabet soup from DESI to LAESI to MALDI. This review discusses the one in situ analysis technique that incorporates chromatography, being the droplet-liquid microjunction-surface sampling probe, which is more easily termed “droplet probe”. In addition to comparing and contrasting the droplet probe with other techniques, we provide perspective on why scientists, particularly those steeped in natural products chemistry training, may want to include chromatography in in situ analyses. Moreover, we provide justification for droplet sampling, especially for samples with delicate and/or non-uniform topographies. Furthermore, while the droplet probe has been used the most in the analysis of fungal cultures, we digest a variety of other applications, ranging from cyanobacteria, to plant parts, and even delicate documents, such as herbarium specimens.},
doi = {10.1039/C9NP00019D},
journal = {Natural Product Reports},
number = 7,
volume = 36,
place = {United Kingdom},
year = {2019},
month = {7}
}

Journal Article:
Free Publicly Available Full Text
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https://doi.org/10.1039/C9NP00019D

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  • Amrine, Chiraz Soumia M.; Raja, Huzefa A.; Darveaux, Blaise A.
  • Journal of Industrial Microbiology & Biotechnology, Vol. 45, Issue 12
  • DOI: 10.1007/s10295-018-2083-8

Liquid microjunction surface sampling probe electrospray mass spectrometry for detection of drugs and metabolites in thin tissue sections
journal, April 2008

  • Van Berkel, Gary J.; Kertesz, Vilmos; Koeplinger, Kenneth A.
  • Journal of Mass Spectrometry, Vol. 43, Issue 4
  • DOI: 10.1002/jms.1340

Induced Production of N -Formyl Alkaloids from Aspergillus fumigatus by Co-culture with Streptomyces peucetius
journal, July 2011

  • Zuck, Karina M.; Shipley, Suzanne; Newman, David J.
  • Journal of Natural Products, Vol. 74, Issue 7
  • DOI: 10.1021/np200255f

Ambient mass spectrometry
journal, January 2017

  • Fernández, Facundo M.; Garcia-Reyes, Juan F.
  • Analytical Methods, Vol. 9, Issue 34
  • DOI: 10.1039/c7ay90107k