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Sigma-Aldrich

Alginate methacrylate

Low viscosity, degree of methacrylation: 10-30%

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Synonym(s):
AlMA, Alginate, AlginateMA, Algini acid, Methacrylate-modified alginate, Sodium alginate
Linear Formula:
(NaC13H17O10)m (NaC6H7O7)n

form

powder or solid (fluffy)

mol wt

~75 kDa (Alginate)

color

white to off-white

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Engineering alginate as bioink for bioprinting
Jia J, et al.
Acta Biomaterialia, 10(10), 4323-4331 (2014)
K A Smeds et al.
Journal of biomedical materials research, 54(1), 115-121 (2000-11-15)
In situ photopolymerization is an exciting new technique for tissue engineering. Two photocrosslinkable polysaccharides composed of alginate and hyaluronan are described that upon photolysis form soft, flexible, and viscoelastic hydrogels. The degree of methacrylate modification and thus covalent affects mechanical
Alginate: properties and biomedical applications
Lee K Y, et al.
Progress in Polymer Science, 37(1), 106-126 (2012)
Siddhesh N Pawar et al.
Biomaterials, 33(11), 3279-3305 (2012-01-28)
Alginates have become an extremely important family of polysaccharides because of their utility in preparing hydrogels at mild pH and temperature conditions, suitable for sensitive biomolecules like proteins and nucleic acids, and even for living cells such as islets of
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.

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