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C3646

Sigma-Aldrich

Chitosan

from shrimp shells, ≥75% (deacetylated)

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Synonym(s):
Deacetylated chitin, Poly(D-glucosamine)
CAS Number:
9012-76-4
MDL number:
MFCD00161512
NACRES:
NA.25

biological source

shrimp shells

Quality Level

200

Assay

≥75% (deacetylated)

form

powder or flakes

color

white to beige

mp

102.5  °C ((216.5 °F ))

solubility

acetic acid: water: 10 mg/mL, slightly hazy to hazy (with extensive sonication)
H2O: insoluble
organic solvents: insoluble

bulk density

0.15‑0.3 g/cm3

storage temp.

room temp

InChI

1S/C56H103N9O39/c1-87-56(86)65-28-38(84)46(19(10-74)96-55(28)104-45-18(9-73)95-49(27(64)37(45)83)97-39-12(3-67)88-47(85)20(57)31(39)77)103-54-26(63)36(82)44(17(8-72)94-54)102-53-25(62)35(81)43(16(7-71)93-53)101-52-24(61)34(80)42(15(6-70)92-52)100-51-23(60)33(79)41(14(5-69)91-51)99-50-22(59)32(78)40(13(4-68)90-50)98-48-21(58)30(76)29(75)11(2-66)89-48/h11-55,66-85H,2-10,57-64H2,1H3,(H,65,86)/t11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48+,49+,50+,51+,52+,53+,54+,55+/m1/s1

InChI key

FLASNYPZGWUPSU-SICDJOISSA-N

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Application

Forms gels with multivalent anions. Gives clear solutions that dry to strong, clear films.
Shrimp shell derived chitosan, deacetylated chitin (poly β-1,4-D-glucosamine), may be used as a biocompatible, antibacterial and environmentally friendly polyelectrolyte biomaterial with a variety of applications including uses in water treatment, chromatography, additives for cosmetics, textile treatment for antimicrobial activity, novel fibers for textiles, photographic papers, biodegradable films, biomedical devices, and microcapsule implants for controlled release in drug delivery. It may be derivatized to further expand its uses.

Features and Benefits

Biocompatible, antibacterial and environmentally friendly polyelectrolyte with a variety of applications including water treatment, chromatography, additives for cosmetics, textile treatment for antimicrobial activity, novel fibers for textiles, photographic papers, biodegradable films, biomedical devices, and microcapsule implants for controlled release in drug delivery.

Quality

May contain foreign matter.

Preparation Note

Prepared by the alkaline deacetylation of chitin obtained from the shells of shrimp (Pandalus borealis). Chitin is manufactured industrially by crushing shrimp shells, then washing the solids with acids to remove inorganic and proteinaceous material. The purified chitin is deacetylated to chitosan by treatment with a strong base such as sodium hydroxide. The resulting chitosan may be further purified by preparation of solutions in acid followed by neutralization and precipitation.

Analysis Note

The degree of acetylation may be determined by dye binding or titration methods.

Other Notes

To gain a comprehensive understanding of our extensive range of Polysaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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  5. What is the molecular weight of Product C3646, Chitosan from shrimp shells?

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  6. Is Product C3646, Chitosan from shrimp shells, USP grade?

    No, this product is not considered USP grade.  

  7. What is the pKa of Product C3646, Chitosan from shrimp shells?

    The amino group in chitosan has a pKa value of ~6.5.

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Colorimetric determination of chitosan.
R A Muzzarelli
Analytical biochemistry, 260(2), 255-257 (1998-07-11)
Sheng-Tien Li et al.
American journal of rhinology & allergy, 31(5), 289-292 (2017-09-02)
Olfactory dysfunction significantly influences patients' quality of life. Chitosan has been reported to support neuron and Schwann cell growth and even leads to orient axonal growth. However, researchers have yet to explore whether chitosan solution can promote differentiation of olfactory
Koen van der Maaden et al.
Langmuir : the ACS journal of surfaces and colloids, 30(7), 1812-1819 (2014-01-30)
The aim of this work was to generate a tunable surface isoelectric point (sIEP), where the surface is modified with two molecules: a weak base (pyridine), carrying a pH dependent positive charge, and a derivative of a strong acid (sulfate)
Determination of the degree of acetylation of chitin and chitosan.
Davies, D. H., and Hayes, E. R.
Methods in Enzymology, 161-pt. B, 442-446 (1988)
Mei-Hwa Lee et al.
Materials today. Bio, 9, 100091-100091 (2021-02-02)
Induced pluripotent stem cells are usually derived by reprogramming transcription factors (OSKM), such as octamer-binding transcription factor 4 (OCT4), (sex determining region Y)-box 2 (SOX2), Krüppel-like factor 4 (KLF4), and cellular proto-oncogene (c-Myc). However, the genomic integration of transcription factors
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Articles

Preparation of Chitosan Microparticles by Spray Drying

Microparticles with controlled size and morphology are of significant interest in the fields of drug delivery and biopharmaceuticals. The objective of this study was to assess the effect of processing parameters on the ability to control the size and distribution of chitosan based microparticles, targeting diameter range of 1-10 µm. The effect of encapsulating bovine serum albumin (BSA), a model protein, as well as sodium tripolyphosphate (TPP), a cross-linker, was studied.

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