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913057

Sigma-Aldrich

Alginate methacrylate

average degree of methacrylation 25%

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Synonym(s):
AlMA, AlginateMA, Alginte, Methacrylate-modified alginate, Methacrylated alginate
Linear Formula:
(C13H17O10Na)m(C6H7O7Na)n
UNSPSC Code:
12352201
NACRES:
NA.23

Quality Level

form

(Powder or chunk(s) or fibers)

color

light yellow

suitability

conforms to structure for NMR

storage temp.

−20°C

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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 & gene delivery. While alginate is commonly crosslinked into a hydrogel via ionic-crosslinking with divalent cations (e.g., Ca2+), these gels feature limited long-term stability due to exchange reactions and migration of divalent cations from the alginate matrix. To prevent matrix degradation, alginate can be functionalized with reactive groups that can be chemically crosslinked, such as methacrylates. Methacrylate-functionalized alginate can be used to prepare hydrogels by thermal or photochemical crosslinking of the terminal methacrylates. Properties of the resulting hydrogel (e.g., stiffness, swelling ratio, rate of degradation) can be tuned by alginate molecular weight, degree of methacrylate functionalization, and crosslink density.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Alginate derivatization: A review of chemistry, properties and applications
Biomaterials, 33, 3279-3305 (2012)
Photocrosslinkable polysaccharides for in situ hydrogel formation
Journal of Biomedical Materials Research Part A, 54 (1), 115-112 (2001)
Oju Jeon et al.
Biomaterials, 30(14), 2724-2734 (2009-02-10)
Photocrosslinked and biodegradable alginate hydrogels were engineered for biomedical applications. Photocrosslinkable alginate macromers were prepared by reacting sodium alginate and 2-aminoethyl methacrylate in the presence of 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride and N-hydroxysuccinimide. Methacrylated alginates were photocrosslinked using ultraviolet light with 0.05% photoinitiator.
Jia Jia et al.
Acta biomaterialia, 10(10), 4323-4331 (2014-07-08)
Recent advances in three-dimensional (3-D) printing offer an excellent opportunity to address critical challenges faced by current tissue engineering approaches. Alginate hydrogels have been used extensively as bioinks for 3-D bioprinting. However, most previous research has focused on native alginates
Andrew D Rouillard et al.
Tissue engineering. Part C, Methods, 17(2), 173-179 (2010-08-14)
Methods for seeding high-viability (>85%) three-dimensional (3D) alginate-chondrocyte hydrogel scaffolds are presented that employ photocrosslinking of methacrylate-modified alginate with the photoinitiator VA-086. Comparison with results from several other photoinitiators, including Irgacure 2959, highlights the role of solvent, ultraviolet exposure, and

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