| Questions And Answer | Back Directory | [Preparation]
① Chitosan reacts with a mixture of formaldehyde and acetic acid to obtain N-dimethyl chitosan, which is then reacted with iodomethane and N-methylpyrrolidone to obtain N-trimethyl chitosan; ② Chitosan reacts directly with dimethyl sulfate and sodium hydroxide to obtain N-trimethyl chitosan; ③ Chitosan reacts with tert-Butyldimethylsilyl ether (TBDMS) chloride in the presence of methanesulfonate to obtain di-tert-Butyldimethylsilyl (Di-TBDMS) chitosan to protect the hydroxyl groups on C-3 and C-6 of chitosan. This is then reacted with iodomethane to obtain Di-TBDMS-protected N-trimethyl chitosan, and finally, the Di-TBDMS groups are removed to obtain N-trimethyl chitosan. Because N-trimethyl chitosan contains quaternary ammonium groups, it has good water solubility under both acidic and alkaline conditions, and its mucosal adhesion properties are superior to those of regular chitosan. Furthermore, the positively charged N-trimethyl chitosan can interact with negatively charged sites on the epithelial membrane, enhancing the permeability of both small and large molecules. |
| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [solubility ]
H2O : 33.33 mg/mL (ultrasonic and warming and heat to 60°C) | [form ]
Solid | [color ]
Off-white to light yellow |
| Hazard Information | Back Directory | [Uses]
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. |
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| Company Name: |
Shaanxi Dideu Medichem Co. Ltd
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| Telephone: |
+86-29-87569266 +86-17392581500 |
| Website: |
https://www.chemicalbook.com/manufacturer/shaanxi-dideu-medichem-220/ |
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