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        <identifier>oai:figshare.com:article/34001821</identifier>
        <datestamp>2026-09-26T03:12:34Z</datestamp>
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          <dc:title>Chemical Structure
Controls Soil Biotransformation
Kinetics of Bacillus Lipopeptide Biopesticides</dc:title>
          <dc:creator>Richard Gruseck (12975070)</dc:creator>
          <dc:creator>Thilo Hofmann (1297491)</dc:creator>
          <dc:creator>Michael Zumstein (14134396)</dc:creator>
          <dc:subject>Biochemistry</dc:subject>
          <dc:subject>Medicine</dc:subject>
          <dc:subject>Microbiology</dc:subject>
          <dc:subject>Cell Biology</dc:subject>
          <dc:subject>Molecular Biology</dc:subject>
          <dc:subject>Pharmacology</dc:subject>
          <dc:subject>Chemical Sciences not elsewhere classified</dc:subject>
          <dc:subject>Plant Biology</dc:subject>
          <dc:subject>transformed substantially faster</dc:subject>
          <dc:subject>soil biotransformation kinetics</dc:subject>
          <dc:subject>remains poorly understood</dc:subject>
          <dc:subject>cyclization affect biotransformation</dc:subject>
          <dc:subject>assessed biotransformation kinetics</dc:subject>
          <dc:subject>amino acid sequence</dc:subject>
          <dc:subject>alkyl chain length</dc:subject>
          <dc:subject>6 – 67</dc:subject>
          <dc:subject>5 – 15</dc:subject>
          <dc:subject>1 – 8</dc:subject>
          <dc:subject>poorly bioavailable fraction</dc:subject>
          <dc:subject>three tested soils</dc:subject>
          <dc:subject>2 &lt;/ sub</dc:subject>
          <dc:subject>substantial fraction</dc:subject>
          <dc:subject>agricultural soils</dc:subject>
          <dc:subject>∼ 45</dc:subject>
          <dc:subject>∼ 110</dc:subject>
          <dc:subject>strong effect</dc:subject>
          <dc:subject>spiked amount</dc:subject>
          <dc:subject>results revealed</dc:subject>
          <dc:subject>representative set</dc:subject>
          <dc:subject>reported links</dc:subject>
          <dc:subject>possibly also</dc:subject>
          <dc:subject>indicating formation</dc:subject>
          <dc:subject>improved biodegradability</dc:subject>
          <dc:subject>hrms analyses</dc:subject>
          <dc:subject>fastest degradation</dc:subject>
          <dc:subject>emerging class</dc:subject>
          <dc:subject>chemical structure</dc:subject>
          <dc:subject>100 days</dc:subject>
          <dc:subject>), followed</dc:subject>
          <dc:description>Bacillus lipopeptides
(surfactins,
iturins, and fengycins) are an emerging class of biopesticides. However,
their fate in agricultural soils, and specifically how variations
in the chemical structure such as alkyl chain length, amino acid sequence,
and cyclization affect biotransformation, remains poorly understood.
Here, we assessed biotransformation kinetics and pathways of a representative
set of lipopeptides by coupling laboratory soil incubation experiments
with HPLC-HRMS analyses. Half-lives varied strongly across lipopeptide
families, with fastest degradation for iturins (1–8 d), followed
by fengycins (5–15 d) and surfactins (6–67 d). In one
of the three tested soils, surfactins exhibited biphasic removal with
a substantial fraction (i.e., ∼21% of the spiked amount) remaining
after &gt;100 days of incubation, indicating formation of a poorly
bioavailable
fraction. Additionally, our results revealed a strong effect of the
alkyl chain length for certain lipopeptides, with a half-life increase
per additional CH&lt;sub&gt;2&lt;/sub&gt; unit up to ∼45% for iturins and
∼110% for surfactins. Lastly, we report that linearized surfactins
were transformed substantially faster than cyclic surfactins. Together,
the reported links between chemical structure and soil biotransformation
kinetics can inform the selection, and possibly also the (re)design,
of lipopeptide biopesticides for improved biodegradability in agricultural
soils.</dc:description>
          <dc:date>2026-09-25T00:00:00Z</dc:date>
          <dc:type>Dataset</dc:type>
          <dc:type>Dataset</dc:type>
          <dc:identifier>10.1021/acs.est.6c06707.s001</dc:identifier>
          <dc:relation>https://figshare.com/articles/dataset/Chemical_Structure_Controls_Soil_Biotransformation_Kinetics_of_Bacillus_Lipopeptide_Biopesticides/34001821</dc:relation>
          <dc:rights>CC BY-NC 4.0</dc:rights>
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