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C3646

Sigma-Aldrich

Chitosan

from shrimp shells, ≥75% (deacetylated)

Synonym(s):

Deacetylated chitin, Poly(D-glucosamine)

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2 KG
CN¥8,266.26

CN¥8,266.26

Estimated to ship onJune 11, 2025Details

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2 KG
CN¥8,266.26

About This Item

CAS Number:
9012-76-4
MDL number:
MFCD00161512
UNSPSC Code:
12352201
NACRES:
NA.25

CN¥8,266.26

Estimated to ship onJune 11, 2025Details

Request a Bulk Order

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

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

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Show Differences

1 of 4

This Item
2074080166190970
γ-Butyrolactone ReagentPlus®, ≥99%

B103608

γ-Butyrolactone

γ-Butyrolactone puriss., ≥99.0% (GC)

20740

γ-Butyrolactone

γ-Butyrolactone Technipur®, for synthesis

801661

γ-Butyrolactone

γ-Butyrolactone analytical standard

90970

γ-Butyrolactone

Quality Level

200

Quality Level

-

Quality Level

200

Quality Level

100

density

1.12 g/mL at 25 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

form

liquid

form

liquid

form

-

form

-

refractive index

n20/D 1.436 (lit.)

refractive index

n20/D 1.436 (lit.), n20/D 1.437

refractive index

n20/D 1.436 (lit.)

refractive index

n20/D 1.436 (lit.)

mp

−45 °C (lit.)

mp

−45 °C (lit.)

mp

−45 °C (lit.)

mp

−45 °C (lit.)

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.[1][2]

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.

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[3] or titration methods[4].

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
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000440926
    0000440924
    0000440922
    0000440921
    0000440921

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    1. Which document(s) contains shelf-life or expiration date information for a given product?

      If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

    2. How do I get lot-specific information or a Certificate of Analysis?

      The lot specific COA document can be found by entering the lot number above under the "Documents" section.

    3. How do I find price and availability?

      There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

    4. What is the Department of Transportation shipping information for this product?

      Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

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

      Sigma-Aldrich has not determined an average molecular weight or a molecular weight range for this product.

    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.

    8. My question is not addressed here, how can I contact Technical Service for assistance?

      Ask a Scientist here.

    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)
    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
    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
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