Effect of thiol-functionalisation on chitosan antibacterial activity: interaction with a bacterial membrane model
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hdl:2117/22395
Tipus de documentArticle
Data publicació2013-01-12
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Reconeixement-NoComercial-SenseObraDerivada 3.0 Espanya
ProjecteSONO - A pilot line of antibacterial and antifungal medical textiles based on a sonochemical process (EC-FP7-228730)
NOVO - Novel approaches for prevention and degeneration of pathogenic bacteria biofilms formed on medical devices e.g. catheters (EC-FP7-278402)
NOVO - Novel approaches for prevention and degeneration of pathogenic bacteria biofilms formed on medical devices e.g. catheters (EC-FP7-278402)
Abstract
The antibacterial activity of chitosan modified with the thiol-containing 2-iminothiolane HCl (TC-IMI) and
N-acetyl-
L
-cysteine (TC-NAC) was studied by Langmuir film balance technique using a dipalmitoylphos-
phatidylglycerol (DPPG) monolayer bacterial membrane model. The interactions of the biopolymer with
the membrane model were assessed by monitoring the differences in the shape of the compression iso-
therms recorded in the absence and presence of chitosan and thiolated conjugates in the subphase. A low
molecularweightchitosan(15 kDa)shiftedthecompressionisothermsofDPPGmonolayerstowardslarger
areas (
A
0,CS
= 145 Å
2
), confirming its membrane disturbance capacity. Further thiolation induced higher
yield of expansion, more pronounced in the case of TC-IMI. The expansion of the monolayer increased sig-
nificantly(
A
0,TC-NAC
= 150 Å
2
vs
A
0,TC-IMI
= 175 Å
2
)andtheelasticityatasurfacepressureof30 mN/m,typical
for bio-membranes decreased to a greater extent
C
1
s
;
30 TC
NAC
= 120 mN/m vs
C
1
s
;
30 TC
IMI
= 87 mN/m) in
presence of TC-IMI. Antibacterial tests against a Gram-negative
Escherichia coli
and a Gram-positive
Staph-
ylococcusaureus
wereingoodagreementwiththesefindings,suggestingthatchitosanthiolatedwith2-imi-
nothiolane HCl acts as a bactericide disrupting the integrity of the bacterial cell membrane
CitacióMacedo, M.M. [et al.]. Effect of thiol-functionalisation on chitosan antibacterial activity: interaction with a bacterial membrane model. "Reactive and functional polymers", 12 Gener 2013, vol. 73, núm. 10, p. 2013-1384.
ISSN1381-5148
Versió de l'editorhttp://dx.doi.org/10.1016/j.reactfunctpolym.2013.01.004
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