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923850

Sigma-Aldrich

Alginate Aldehyde

20% aldehyde content, medium viscosity

Synonym(s):

Alginate aldehyde, Oxidized alginate

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About This Item

Linear Formula:
(C6H7NaO6)n(C6H3NaO6)m
UNSPSC Code:
12352201
NACRES:
NA.23

Quality Level

description

Degree of functionalization: 15-25%

form

powder

color

white to off-white

suitability

conforms to structure for NMR

storage temp.

2-8°C

SMILES string

CO[C@H]1[C@@H](O)[C@H](O)[C@H](O/C(C=O)=C\C([O-])=O)O[C@@H]1C([O-])=O.OC2[C@H](OC(O)C=O)[C@@H](C([O-])=O)O[C@@H](OC)[C@H]2O

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Application

Alginate is an anionic polysaccharide that is widely used in pharmaceutical and biomedical applications due to its non-animal origin, low toxicity, biocompatibility, and biodegradability. Alginate hydrogels are commonly used to fabricate tissue engineering scaffolds, bioinks for 3D bioprinting, and nanocarriers for drug and gene delivery.

Alginate is commonly crosslinked into a hydrogel via ionic-crosslinking with divalent cations (e.g., Ca2+). To prevent matrix degradation, alginate can be functionalized with reactive groups that can be chemically crosslinked, such as aldehydes. Aldehyde- functionalized alginate can be used to prepare hydrogels by reaction with amine groups, such as gelatin through Schiff-base reaction to form a chemical hydrogel. This material can be used in a variety of biomedical applications such as the delivery of drugs, cells, or biomolecules in different tissues, wound healing, and muscle and bone tissue engineering.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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B Balakrishnan et al.
Carbohydrate research, 340(7), 1425-1429 (2005-04-28)
Periodate oxidation of sodium alginate in aqueous solution as well as a dispersion in 1:1 ethanol-water was examined. The oxidation proceeded smoothly in both media, and the kinetics of oxidation was surprisingly similar. Polymer cleavage was observed in both media
Biji Balakrishnan et al.
Biomaterials, 26(18), 3941-3951 (2005-01-01)
The injectable polymer scaffolds which are biocompatible and biodegradable are important biomaterials for tissue engineering and drug delivery. Hydrogels derived from natural proteins and polysaccharides are ideal scaffolds for tissue engineering since they resemble the extracellular matrices of the tissue
Controlling alginate oxidation conditions for making alginate-gelatin hydrogels
Emami Z, et al.
Carbohydrate Polymers, 198, 509-517 (2018)
Supachai Reakasame et al.
Biomacromolecules, 19(1), 3-21 (2017-11-28)
Oxidized alginate (OA)-based hydrogels have drawn considerable attention as biodegradable materials for tissue engineering applications. OA possesses a faster degradation rate and contains more reactive groups compared to native alginate. This review summarizes the research publications reporting the development of
The effect of oxidation on the degradation of photocrosslinkable alginate hydrogels
Jeon O, et al.
Biomaterials, 33(13), 3503-3514 (2012)

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