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C3646

Chitosan

from shrimp shells, ≥75% (deacetylated)

Synonym(s):

Deacetylated chitin, Poly(D-glucosamine)

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10 G

$53.90

25 G

$71.40

100 G

$219.00

500 G

$827.00

$53.90


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About This Item

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

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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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1 of 4

This Item
417963937657419419
assay

≥75% (deacetylated)

assay

-

assay

-

assay

-

biological source

shrimp shells

biological source

shrimp shells

biological source

-

biological source

-

solubility

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

solubility

1 M acetic acid: 10 mg/mL

solubility

-

solubility

H2O: insoluble, organic solvents: insoluble

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

form

powder or flakes

form

solid

form

powder or chunks (or Fibers)

form

(Coarse ground flakes and powder)

storage temp.

room temp

storage temp.

-

storage temp.

-

storage temp.

-

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.

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

May contain foreign matter.
The degree of acetylation may be determined by dye binding[3] 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

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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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
Frederik T Larsen et al.
Vaccines, 8(2) (2020-05-21)
Infectious bronchitis virus (IBV) is a highly contagious avian coronavirus. IBV causes substantial worldwide economic losses in the poultry industry. Vaccination with live-attenuated viral vaccines, therefore, are of critical importance. Live-attenuated viral vaccines, however, exhibit the potential for reversion to
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
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)
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)

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Questions

1–6 of 6 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. C3646 chitosan is lower molecular weight? What is the molecular weight range?

    1 answer
    1. This product is not considered a low molecular weight option. The material is a fairly crude, practical grade. Historical data indicates an estimated molecular weight range of 190 - 375 kDa.

      Helpful?

  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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

    1 answer
    1. 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.

      Helpful?

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

    1 answer
    1. No, this product is not considered USP grade.

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

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

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