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C3646

Sigma-Aldrich

Chitosan

from shrimp shells, ≥75% (deacetylated)

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

biological source

shrimp shells

Quality Level

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

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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1 of 4

This Item
417963448869419419
Chitosan from shrimp shells, ≥75% (deacetylated)

Sigma-Aldrich

C3646

Chitosan

Chitosan from shrimp shells, practical grade

Sigma-Aldrich

417963

Chitosan

Chitosan low molecular weight

Sigma-Aldrich

448869

Chitosan

Chitosan high molecular weight

Sigma-Aldrich

419419

Chitosan

assay

≥75% (deacetylated)

assay

-

assay

-

assay

-

form

powder or flakes

form

solid

form

powder

form

(Coarse ground flakes and powder)

solubility

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

solubility

1 M acetic acid: 10 mg/mL

solubility

dilute aqueous acid: soluble

solubility

H2O: insoluble, organic solvents: insoluble

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

bulk density

0.15‑0.3 g/cm3

bulk density

-

bulk density

-

bulk density

-

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.

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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Sirong Tan et al.
Journal of agricultural and food chemistry, 62(8), 1866-1874 (2014-02-01)
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Frederik T Larsen et al.
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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
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
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)

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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