Biology Reference
In-Depth Information
trimethylammonium chloride (GTMAC),
generating chitooligosaccharides with a qua-
ternary ammonium function (COS-GTMAC)
(Fig. 14.2). The derivatives presented a greater
antimicrobial activity than the non-modificated
oligosaccharides because of the presence of
the quaternary group (Kim et al ., 2003).
molecular weights smaller than 305 kDa
against Escherichia coli (a Gram-negative
bacterium) and Staphylococcus aureus (a
Gram-positive bacterium). An increase in
concentration and molecular weight of chi-
tosan oligomers increases the antimicrobial
effect on S. aureus . Chitosan oligomers with
a greater molecular weight form a film in the
surface of the microbial cell, preventing the
adsorption of nutrients. In the case of E. coli ,
a disminution in the molecular weight of
the polysaccharide also increases the anti-
microbial activity. The chitosans of smaller
molecular weight easily enter the external
cell membrane, affecting cellular metabolism.
The preparation by enzymatic depoly-
merization of low molecular weight chi-
tosans in the rank of 4.1-5.6 kDa using
papain from Carica papaya latex has been
reported. The antimicrobial activity of the
oligosaccharides obtained was evaluated
against Bacillus cereus and E. coli , and
presented an antimicrobial effect greater
14.2
Biological Activity
Zheng and Zhu (2003) studied the antimi-
crobial activity of chitosan oligomers with
CH 2 OH
CH 2 OH
O
O
O
O
HO
HO
NHR
NH 2
n
R:H; CH 3 CO
Fig. 14.1. Chitosan structure.
CH 3
CH 2 OH
O
N +
Cl -
CH 2
CH
CH 2
CH 3
O
+
HO
NH 2
n
CH 3
O
Glycidyl trimethylammonium chloride
(GTMAC)
Chitooligosaccharide (COS)
CH 2 OH
O
O
HO
NH
n
CH 3
N +
Cl -
CH 2
CH
CH 2
CH 3
OH
CH 3
COS-GTMAC
Fig. 14.2. Reaction of chitosan (COS) with glycidyl trimethylammonium chloride (GTMAC).
 
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