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Merck

C3646

Quitosano

from shrimp shells, ≥75% (deacetylated)

Sinónimos:

Poli(D-glucosamina), Quitina desacetilada

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

Documentos clave

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Nombre del producto

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

Quality Level

200

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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Categorías relacionadas

Application

Forma geles con aniones multivalentes. Produce disoluciones transparentes que se secan en láminas fuertes y transparentes.
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

Polielectrólito biocompatible, antibacteriano y ecológico con una variedad de aplicaciones entre ellas, el tratamiento del agua, la cromatografía, los aditivos para cosméticos, el tratamiento textil para actividad antimicrobiana, fibras nuevas para textiles, papeles fotográficos, películas biodegradables, productos biomédicos e implantes de microcápsulas para la liberación controlada en la administración de medicamentos.
Polielectrólito biocompatible, antibacteriano y ecológico.

Analysis Note

May contain foreign matter.
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.

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.

Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number
0000521622
0000521625
0000521625
0000521622
0000466814

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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.

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
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
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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