Paper · 1993 · Pesticide Science

Mobilities of organic compounds in reconstituted cuticular wax of barley leaves: Determination of diffusion coefficients

Lukas Schreiber; Jörg Schönherr

12
claims
23
verbatim quotes
86
citations
2
research areas
—
Not open access

Abstract

Abstract Isolated cuticular wax, obtained from barley leaves, was mixed with 14 Clabelled organic chemicals including aromatic pesticides and long‐chain linear alkanes, alcohols and acids. These mixtures were reconstituted from the melt and labelled chemicals were desorbed from the wax by immersing the wax samples in aqueous phospholipid suspensions. Diffusion coefficients ( D ) of radiolabelled test compounds in the wax were derived from desorption kinetics. Diffusion coefficients ranged from 10 −17 to 10 −22 m 2 s −1 and decreased rapidly with increasing molar volumes of solutes. However, size selectivity of D was much more pronounced with the linear, long‐chain molecules than with the aromatic compounds. It is argued that the two different groups of chemicals (compounds occurring naturally in cuticular waxes vs pesticide molecules) were trapped in different fractions of wax during crystallization from the melt. The normal long‐chain aliphatic compounds appear to be incorporated into the crystalline fraction of the wax, while the cyclic pesticide molecules are confined to the solid amorphous regions. Our data indicate that constituents of cuticular waxes are not immobile. In fact, relatively small linear aliphatic molecules have mobilities that do not differ too much from those of cyclic pesticides. However, the pronounced size selectivity of diffusivities of long‐chain aliphatic compounds causes a rapid decrease in D with increasing chain length. The value of D of hexadecanoic acid was 3.81 × 10 −18 m 2 s −1 while that of dotriacontane was only 4.07 × 10 −22 m 2 s −1 . Thus, increasing the carbon number by a factor of two resulted in a decrease in mobility by almost four orders of magnitude. Diffusivities of selected pesticide molecules in reconstituted wax were compared with permeances measured using intact barley leaves and were found to be in satisfactory agreement.

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Claims 12

Observationobservedoriginal resultmeasured

Claim · model-written summary

Diffusion coefficients in barley wax ranged from 10 −17 to 10 −22 m 2 s −1.

Taxon
barley leavesHordeum vulgaret0
Outcome
Diffusion coefficientse0
Value
10 −17 to 10 −22 m 2 s −1e0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“Diffusion coefficients ranged from 10 −17 to 10 −22 m 2 s −1”

✓ located verbatim in the source · abstract, characters 464–524 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Associationobservedoriginal resultmeasured

Claim · model-written summary

Diffusion coefficients declined rapidly as solute molar volume increased.

Taxon
barley leavesHordeum vulgaret0
Compound
solutese0
Outcome
Diffusion coefficientse0
Direction
decreased rapidlye0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“Diffusion coefficients ranged from 10 −17 to 10 −22 m 2 s −1 and decreased rapidly with increasing molar volumes of solutes”

✓ located verbatim in the source · abstract, characters 464–587 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Size selectivity was stronger for long-chain linear molecules than aromatic compounds.

Taxon
barley leavesHordeum vulgaret0
Outcome
size selectivity of De0
Direction
much more pronouncede0
Comparator
aromatic compoundse0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“size selectivity of D was much more pronounced with the linear, long‐chain molecules than with the aromatic compounds”

✓ located verbatim in the source · abstract, characters 598–715 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Mechanismauthor interpretationoriginal resultmeasured

Claim · model-written summary

Authors infer that natural wax compounds and pesticides became trapped in different wax fractions.

Taxon
barley leavesHordeum vulgaret0
Outcome
trapped in different fractions of waxe0
Qualifier
during crystallization from the melte0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“two different groups of chemicals (compounds occurring naturally in cuticular waxes vs pesticide molecules) were trapped in different fractions of wax during crystallization from the melt”

✓ located verbatim in the source · abstract, characters 739–926 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Observationauthor interpretationoriginal resultmeasured

Claim · model-written summary

Long-chain aliphatic compounds appeared incorporated in crystalline wax.

Taxon
barley leavesHordeum vulgaret0
Outcome
incorporated into the crystalline fraction of the waxe0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“normal long‐chain aliphatic compounds appear to be incorporated into the crystalline fraction of the wax”

✓ located verbatim in the source · abstract, characters 932–1036 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Observationauthor interpretationoriginal resultmeasured

Claim · model-written summary

Cyclic pesticide molecules appeared confined to amorphous wax regions.

Taxon
barley leavesHordeum vulgaret0
Outcome
confined to the solid amorphous regionse0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“cyclic pesticide molecules are confined to the solid amorphous regions”

✓ located verbatim in the source · abstract, characters 1048–1118 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Wax constituents were mobile.

Taxon
barley leavesHordeum vulgaret0
Outcome
not immobilee0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“constituents of cuticular waxes are not immobile”

✓ located verbatim in the source · abstract, characters 1143–1191 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Small linear aliphatic molecules had mobilities similar to cyclic pesticides.

Taxon
barley leavesHordeum vulgaret0
Outcome
mobilitiese0
Direction
do not differ too muche0
Comparator
cyclic pesticidese0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“relatively small linear aliphatic molecules have mobilities that do not differ too much from those of cyclic pesticides”

✓ located verbatim in the source · abstract, characters 1202–1321 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Hexadecanoic acid had a diffusion coefficient of 3.81 × 10 −18 m 2 s −1.

Taxon
barley leavesHordeum vulgaret0
Outcome
D of hexadecanoic acide0
Value
3.81 × 10 −18 m 2 s −1e0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“The value of D of hexadecanoic acid was 3.81 × 10 −18 m 2 s −1”

✓ located verbatim in the source · abstract, characters 1474–1536 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Dotriacontane had a diffusion coefficient of 4.07 × 10 −22 m 2 s −1.

Taxon
barley leavesHordeum vulgaret0
Outcome
dotriacontanee0
Direction
onlye0
Value
4.07 × 10 −22 m 2 s −1e0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“that of dotriacontane was only 4.07 × 10 −22 m 2 s −1”

✓ located verbatim in the source · abstract, characters 1543–1596 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Associationobservedoriginal resultmeasured

Claim · model-written summary

Doubling carbon number reduced mobility almost four orders of magnitude.

Taxon
barley leavesHordeum vulgaret0
Treatment
increasing the carbon number by a factor of twoe0
Outcome
mobilitye0
Direction
decreasee0
Value
almost four orders of magnitudee0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“increasing the carbon number by a factor of two resulted in a decrease in mobility by almost four orders of magnitude”

✓ located verbatim in the source · abstract, characters 1605–1722 · show in text ↑
t0

“barley leaves”

✓ located verbatim in the source · title, characters 66–79 · show in text ↑
Method / resourceobservedoriginal resultmeasured

Claim · model-written summary

Pesticide diffusivities in reconstituted wax agreed satisfactorily with permeances of intact barley leaves.

Taxon
barley leavesHordeum vulgaree0
Outcome
Diffusivities of selected pesticide molecules in reconstituted waxe0
Direction
satisfactory agreemente0
Comparator
permeances measured using intact barley leavese0

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

Hordeum vulgare
Hordeum vulgare · TaxonJackyM59 · CC BY-SA 4.0 · Wikimedia Commons ↗

Verbatim

e0

“Diffusivities of selected pesticide molecules in reconstituted wax were compared with permeances measured using intact barley leaves and were found to be in satisfactory agreement”

✓ located verbatim in the source · abstract, characters 1724–1903 · show in text ↑