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Biosynthesis of 2-methylbacteriohopanepolyols by an anoxygenic phototroph

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Rashby, Sky E., Sessions, Alex L., Summons, Roger E., Newman, Dianne K.·2007·Proceedings of the National Academy of Sciences

DOI 10.1073/pnas.0704912104PMC PMC1986619

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Abstract

Sedimentary 2-methyhopanes have been used as biomarker proxies for cyanobacteria, the only known bacterial clade capable of oxygenic photosynthesis and the only group of organisms found thus far to produce abundant 2-methylbacteriohopanepolyols (2-MeBHPs). Here, we report the identification of significant quantities of 2-MeBHP in two strains of the anoxygenic phototroph Rhodopseudomonas palustris. Biosynthesis of 2-MeBHP can occur in the absence of O(2), deriving the C-2 methyl group from methionine. The relative abundance of 2-MeBHP varies considerably with culture conditions, ranging from 13.3% of total bacteriohopanepolyol (BHP) to trace levels of methylation. Analysis of intact BHPs reveals the presence of methylated bacteriohopane-32,33,34,35-tetrol but no detectable methylation of 35-aminobacteriohopane-32,33,34-triol. Our results demonstrate that an anoxygenic photoautotroph is capable of generating 2-MeBHPs and show that the potential origins of sedimentary 2-methylhopanoids are more diverse than previously thought.

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Authors: Rashby, S. E., Sessions, A. L., Summons, R. E., & Newman, D. K.
Affiliations: California Institute of Technology (US)
Massachusetts Institute of Technology (US)
ORCID: Sessions, Alex L.
Summons, Roger E.
Newman, Dianne K.
Venue: Proceedings of the National Academy of Sciences
Publisher: National Academy of Sciences
Published: 2007-09-18
Volume: 104
Issue: 38
Pages: 15099-15104
ISSN: 0027-8424 (ISSN-L)
1091-6490
DOI: 10.1073/pnas.0704912104
PMC: PMC1986619
OpenAlex: W2123257520
Cited by: 281
References: 51
Citations by year: 2026: 10 · 2025: 6 · 2024: 6 · 2023: 8 · 2022: 14 · 2021: 14 · 2020: 10 · 2019: 9 · 2018: 14 · 2017: 16 · 2016: 13 · 2015: 16 · 2014: 21 · 2013: 19 · 2012: 23
FWCI: 15.41
Type: journal article
Language: en
Open access: green
www.ncbi.nlm.nih.gov
Locations: Proceedings of the National Academy of Sciences (publishedVersion)
PubMed Central (publishedVersion)
PubMed (publishedVersion)
CaltechAUTHORS (California Institute of Technology) (submittedVersion)
Funders: National Science Foundation
National Aeronautics and Space Administration
Ames Research Center
University of California, Davis
Topics: Physical Sciences › Earth and Planetary Sciences › Paleontology › Paleontology and Stratigraphy of Fossils
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Photosynthetic Processes and Mechanisms
Physical Sciences › Environmental Science › Pollution › Microbial bioremediation and biosurfactants
Keywords: biosynthesis, Rhodopseudomonas palustris, anoxygenic phototrophs, bacteriohopanepolyols, sedimentary biomarkers, cyanobacteria, methylation
MeSH terms: Aerobiosis, Chromatography, Liquid, Gas Chromatography-Mass Spectrometry, Methylation, Photosynthesis, Rhodopseudomonas, Triterpenes, Phototrophic Processes

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Biosynthesis of 2-methylbacteriohopanepolyols by an anoxygenic phototroph

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