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Merck

C3646

Chitosan

from shrimp shells, ≥75% (deacetylated)

Synonym(s):

Deacetylated chitin, Poly(D-glucosamine)

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About This Item

CAS Number:
UNSPSC Code:
12352201
NACRES:
NA.25
MDL number:
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Product Name

Chitosan, from shrimp shells, ≥75% (deacetylated)

Quality Level

SMILES string

N([C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4N)O)O[C@@H]5O[C@@H]([C@H]([C@@H]([C@H]5N)O)O[C@@H]6O[C@@H]([C@H]([C@@H]([C@H]6N)O)O[C@@H]7O[C@@H]([C@H]([C@@H]([C@H]7N)O)O[C@@H]8O[C@@H]([C@H]([C@@H]([C@H]8N)O)O[C@@H]9O[C@@H]([C@H](

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

biological source

shrimp shells

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

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Analysis Note

May contain foreign matter.
The degree of acetylation may be determined by dye binding or titration methods.

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.
Biocompatible, antibacterial and environmentally friendly polyelectrolyte.

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.

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.

Storage Class

11 - Combustible Solids

wgk

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Colorimetric determination of chitosan.
R A Muzzarelli
Analytical biochemistry, 260(2), 255-257 (1998-07-11)
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)
Sirong Tan et al.
Journal of agricultural and food chemistry, 62(8), 1866-1874 (2014-02-01)
Chitosan (CTS) and capsaicin (CAP) are two kinds of effective ingredients for antiobesity, which are extracted from crab shells and Capsicum annuum. However, the strong taste of CAP makes it difficult to consume, and the antiobesity ability of CTS is
Wen-Chu Hsiao et al.
Journal of the Formosan Medical Association = Taiwan yi zhi, 118(1 Pt 1), 152-161 (2018-03-04)
Cell behaviors in three-dimensional spheroids are known to be different from those in monolayer cultures; however, very few studies have compared the characteristics of cell spheroids formed through different biomaterial-induced processes. This study investigated the mechanism of melanocyte spheroid formation

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