Paper · 2025 · Planta

Identification of 1,6-hexadecanediol and its wax diesters in chloroplasts of Nicotiana benthamiana

Regina Wehler; Nina Hoppe; Katharina Gutbrod; et al.

8
claims
12
verbatim quotes
0
citations
2
research areas
✓
Open access · cc-by

Abstract

MAIN CONCLUSION: Expression of the Arabidopsis phytyl ester synthase PES2 in Nicotiana benthamiana chloroplasts resulted in the accumulation of fatty acid phytyl esters and wax diesters containing the novel alkanediol 1,6-hexadecanediol. Dihydric long-chain alcohols carrying two hydroxyl groups are low abundant in plants and are mostly found in the cutin layer of leaves or the suberin of roots. Transient expression of the phytyl ester synthase PES2 from Arabidopsis thaliana in Nicotiana benthamiana resulted in the accumulation of fatty acid phytyl esters (FAPEs) and of a new lipid class that was identified as wax diesters of 1,6-hexadecanediol, carrying mostly lauric acid (12:0) and myristic acid (14:0) residues. The synthesis of FAPE and wax diesters was only observed when PES2 was targeted to the chloroplasts, in agreement with the finding that both FAPE and wax diesters are chloroplast-localized. The accumulation of wax diesters following PES2 expression demonstrates that the dihydric long-chain alcohol, 1,6-hexadecanediol, is an authentic compound produced in N. benthamiana chloroplasts. 1,6-Hexadecanediol in N. benthamiana is likely synthesized by a chloroplast-localized fatty acid reductase (FAR) in combination with a P450 monooxygenase. PES2-mediated acylation might result in chloroplast-trapping of 1,6-hexadecanediol which is possibly an intermediate in the biosynthesis of functional compounds in leaves or other plant organs.

Abstract from the paper’s OpenAlex record; open copy licensed cc-by. Read at the source ↗

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Claims 8

Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

PES2 expression accumulated fatty acid phytyl esters.

Taxon
Nicotiana benthamianaNicotiana benthamianae0
Treatment
Transient expression of the phytyl ester synthase PES2e0
Gene
PES2e0
Outcome
fatty acid phytyl esters (FAPEs)e0
Direction
accumulatione0

Not reportedComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Nicotiana benthamiana
Nicotiana benthamiana · TaxonCharles Andres · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“Transient expression of the phytyl ester synthase PES2 from Arabidopsis thaliana in Nicotiana benthamiana resulted in the accumulation of fatty acid phytyl esters (FAPEs)”

✓ located verbatim in the source · abstract, characters 398–568 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

PES2 expression accumulated wax diesters of 1,6-hexadecanediol.

Taxon
Nicotiana benthamianaNicotiana benthamianae0
Treatment
Transient expression of the phytyl ester synthase PES2e0
Gene
PES2e0
Outcome
wax diesters of 1,6-hexadecanediole0
Direction
accumulatione0

Not reportedComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Nicotiana benthamiana
Nicotiana benthamiana · TaxonCharles Andres · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“Transient expression of the phytyl ester synthase PES2 from Arabidopsis thaliana in Nicotiana benthamiana resulted in the accumulation of fatty acid phytyl esters (FAPEs) and of a new lipid class that was identified as wax diesters of 1,6-hexadecanediol”

✓ located verbatim in the source · abstract, characters 398–651 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Wax diesters mostly contained lauric and myristic acid residues.

Outcome
lauric acid (12:0) and myristic acid (14:0) residuese0

Not reportedTaxon

Verbatim

e0

“wax diesters of 1,6-hexadecanediol, carrying mostly lauric acid (12:0) and myristic acid (14:0) residues”

✓ located verbatim in the source · abstract, characters 617–721 · show in text ↑
t0

“Nicotiana benthamiana”

✓ located verbatim in the source · title, characters 77–98 · show in text ↑
Intervention effectobservedoriginal resultmeasured

Claim · model-written summary

FAPE and wax diester synthesis occurred only with chloroplast-targeted PES2.

Treatment
PES2 was targeted to the chloroplastse0
Gene
PES2e0
Outcome
synthesis of FAPE and wax diesterse0

Not reportedTaxonComparatorDirection

Verbatim

e0

“The synthesis of FAPE and wax diesters was only observed when PES2 was targeted to the chloroplasts”

✓ located verbatim in the source · abstract, characters 723–822 · show in text ↑
t0

“Nicotiana benthamiana”

✓ located verbatim in the source · title, characters 77–98 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

FAPE and wax diesters localized to chloroplasts.

Organ / stage
chloroplaste0
Outcome
FAPE and wax diesters are chloroplast-localizede0

Not reportedTaxon

Verbatim

e0

“both FAPE and wax diesters are chloroplast-localized”

✓ located verbatim in the source · abstract, characters 859–911 · show in text ↑
t0

“Nicotiana benthamiana”

✓ located verbatim in the source · title, characters 77–98 · show in text ↑
Observationauthor interpretationoriginal resultmeasured

Claim · model-written summary

The authors infer that 1,6-hexadecanediol is produced in N. benthamiana chloroplasts.

Taxon
N. benthamianaNicotiana benthamianae0
Outcome
1,6-hexadecanediol, is an authentic compound produced in N. benthamiana chloroplastse0

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Nicotiana benthamiana
Nicotiana benthamiana · TaxonCharles Andres · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“1,6-hexadecanediol, is an authentic compound produced in N. benthamiana chloroplasts”

✓ located verbatim in the source · abstract, characters 1023–1107 · show in text ↑
Mechanismhypothesisoriginal resultmeasured

Claim · model-written summary

FAR and P450 likely synthesize 1,6-hexadecanediol.

Taxon
N. benthamianaNicotiana benthamianae0
Gene
fatty acid reductase (FAR)e0
Outcome
1,6-Hexadecanediole0
Qualifier
likely synthesizede0

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Nicotiana benthamiana
Nicotiana benthamiana · TaxonCharles Andres · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“1,6-Hexadecanediol in N. benthamiana is likely synthesized by a chloroplast-localized fatty acid reductase (FAR) in combination with a P450 monooxygenase”

✓ located verbatim in the source · abstract, characters 1109–1262 · show in text ↑
Mechanismhypothesisoriginal resultmeasured

Claim · model-written summary

PES2 acylation may trap 1,6-hexadecanediol in chloroplasts.

Gene
PES2e0
Outcome
chloroplast-trapping of 1,6-hexadecanediole0
Qualifier
might resulte0

Not reportedTaxon

Verbatim

e0

“PES2-mediated acylation might result in chloroplast-trapping of 1,6-hexadecanediol”

✓ located verbatim in the source · abstract, characters 1264–1346 · show in text ↑
t0

“Nicotiana benthamiana”

✓ located verbatim in the source · title, characters 77–98 · show in text ↑

transgenic · molecular: metabolites · Nicotiana benthamianaPositive and negative results

27 papers: 20 positive, 7 negative or no effect

19 papers in the same direction as this paper · 7 in the opposite direction

  1. negative
  2. negative
  3. negative

23 papers more in this group

See all 27 papers →

transgenic · quality: oil · Nicotiana benthamianaResults agree

3 papers: 3 positive, 0 negative or no effect

2 papers in the same direction as this paper

  1. positive
  2. positive
See all 3 papers →

Claims are grouped by organism, treatment and what was measured or targeted. A paper counts as positive when any of its claims in the group is positive.