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912700

Sigma-Aldrich

Trimethyl chitosan

low molecular weight, degree of quaternization >50%

Synonym(s):

N,N,N-Trimethyl chitosan, Chitosan trimethyl, Mucoadhesive polymers, TMC Chitosan

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About This Item

Linear Formula:
(C9H18ClNO4)n
CAS Number:
52349-26-5
UNSPSC Code:
12352201
NACRES:
NA.23

Quality Level

100

form

powder

color

light yellow to light brown

storage temp.

2-8°C

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Application

Chitosan offers remarkable biological properties, it has been widely used in drug delivery and tissue engineering applications. Chitosan has good mucoadhesive properties due to its positive charge, which increases the adhesion to mucosa and facilitates drug penetration. Also, chitosan possesses hemostatic properties, which makes it a good candidate for wound dressing applications.
The quaternization of the primary amine increases the water solubility of chitosan and keeps chitosan soluble over a wide pH range. Among all the quaternized chitosans, N, N, N-trimethyl chitosan chloride (TMC) is the most widely applied in biomedical applications.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Preparation and Characterization of Particles from Chitosan with Different Molecular Weights and Their Trimethyl Chitosan Derivatives for Nasal Immunization.
Boonyo W, et al.
The Journal of The Minerals, Metals & Materials Society, 18(2), 59-65 (2008)
J H Hamman et al.
Drug development and industrial pharmacy, 29(2), 161-172 (2003-03-22)
N-trimethyl chitosan chloride (TMC) is a polycation that enhances drug transport across epithelia by opening tight junctions. The degree of quaternization of TMC determines the number of positive charges available on the molecule for interactions with the negatively charged sites
Preparation and NMR characterization of highly substituted IV-trimethyl chitosan chloride.
Sieval A B, et al.
Carbohydrate Polymers, 36, 157-165 (1998)
Chitosan and Chitosan Derivatives in Drug Delivery and Tissue Engineering.
Riva R, et al.
Advances in Polymer Science, 244, 19-44 (2011)
Amir K Varkouhi et al.
Bioconjugate chemistry, 21(12), 2339-2346 (2010-11-06)
N,N,N-Trimethylated chitosan (TMC) is a biodegradable polymer emerging as a promising nonviral vector for nucleic acid and protein delivery. In the present study, we investigated whether the introduction of thiol groups in TMC enhances the extracellular stability of the complexes

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