Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Chemical Compound Review:

AG-H-03487 2-methylprop-2-enoyl 2-methylprop-2-enoate

Synonyms: HSDB 6407, NSC-24159, NSC24159, LS-89944, CTK2H7722, ...

Watkins, A.W. et al., Mao, Y. et al., Burdick, J.A. et al., Mandracchia, D. et al., Thielemans, W. et al.

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Disease relevance of Methacryloyl anhydride

The carboxylic dehydration reaction at the annealing temperature of 160 degrees C is dominated by a mechanism of intramolecular cyclization, resulting in intramolecular MAH anhydride formation while preventing crosslink formation [1].

High impact information on Methacryloyl anhydride

Esterification with unsaturated groups such as methacrylic anhydride, improved the solubility to a lesser extent than the saturated analogues [2].
In this work, hyaluronic acid with molecular weights ranging from 50 to 1100 kDa was modified with methacrylic anhydride and photopolymerized into networks with a wide range of physical properties [3].
Starting polymer was the PHM (poly hydroxyethylaspartamide methacrylated) obtained from polyaspartamide (PHEA) partially derivatized with methacrylic anhydride (MA) [4].
Compressive strengths as high as 78 +/- 5 MPa were attained with a 70/30 wt% MSA/methacrylic anhydride copolymer, which are comparable to measured (91 +/- 7 MPa) and literature (approx. 100 MPa) values for conventional poly(methyl methacrylate) bone cement [5].

References

Positive-tone nanopatterning of chemical vapor deposited polyacrylic thin films. Mao, Y., Gleason, K.K. Langmuir : the ACS journal of surfaces and colloids. (2006) [Pubmed]
Lignin esters for use in unsaturated thermosets: lignin modification and solubility modeling. Thielemans, W., Wool, R.P. Biomacromolecules (2005) [Pubmed]
Controlled degradation and mechanical behavior of photopolymerized hyaluronic acid networks. Burdick, J.A., Chung, C., Jia, X., Randolph, M.A., Langer, R. Biomacromolecules (2005) [Pubmed]
pH-sensitive hydrogel based on a novel photocross-linkable copolymer. Mandracchia, D., Pitarresi, G., Palumbo, F.S., Carlisi, B., Giammona, G. Biomacromolecules (2004) [Pubmed]
Copolymerization of photocrosslinkable anhydride monomers for use as a biodegradable bone cement. Watkins, A.W., Anseth, K.S. Journal of biomaterials science. Polymer edition. (2003) [Pubmed]

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