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

HSDB 289     butyl 2-methylprop-2-enoate

Synonyms: CCRIS 4760, AG-K-84425, ANW-42150, NSC-20956, LS-2034, ...
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Disease relevance of HSDB 289


High impact information on HSDB 289


Biological context of HSDB 289

  • A control copolymer containing 20 mol% DMAEMA units, IP-20D (mole ratio of IPAAm/DMAEMA/BMA=80/20/0 in feed, no BMA units) was inert in transfection [8].
  • For the copolymer with 10 mol% BMA content, the plasmid was completely retained within the gel loading slot [9].
  • Synthesis and characterization of polymeric soybean oil-g-methyl methacrylate (and n-butyl methacrylate) graft copolymers: biocompatibility and bacterial adhesion [10].
  • In this respect, two biomaterials, one a copolymer of butyl methacrylate and 2-methacryloyloxyethylphosphorylcholine (MPC), (poly(BMA-co-MPC) and the other, MPC-grafted Cuprophan, were examined with respect to their influence on protein adsorption and complement activation [11].
  • The hydrophobic monomer, n-butyl methacrylate (BMA) has been incorporated into thermoresponsive poly(N-isopropylacrylamide) (PIPAAm) to lower PIPAAm phase transition temperatures necessary for systematically regulating cell adhesion on and detachment from culture dishes at controlled temperatures [12].

Anatomical context of HSDB 289

  • Monolithic columns for capillary electrochromatography have been prepared within the confines of untreated fused-silica capillaries in a single step by a simple copolymerization of mixtures of butyl methacrylate, ethylene dimethacrylate, and 2-acrylamido-2-methyl-1-propane-sulfonic acid (AMPS) in the presence of a porogenic solvent [13].
  • To improve the anti-fouling property of cellulose acetate (CA) membranes, a CA membrane blended with poly(2-methacryloyloxyethyl phosphorylcholine (MPC)-co-n-butyl methacrylate (BMA)) (PMB30) was designed as a blood purification membrane [14].
  • Statistically significant increases in the incidence of fetuses with skeletal variations and of fetuses with any variations were noted at 1200 ppm n-butyl methacrylate [15].
  • Based on previous findings that copolymers of hexaethyleneglycolmethacrylate (HEGMA) and butylmethacrylate (BMA), are transparent and well accepted by human corneal epithelial cells, we studied these materials further in detail [16].
  • Fibroblast cell culture was performed to evaluate cell adhesion and cell morphology on novel hydrolyzable copolymers composed of poly(D,L-lactic acid) (PDLA) macromonomer, 2-methacryloyloxyethyl phosphorylcholine (MPC), and n-butyl methacrylate [17].

Associations of HSDB 289 with other chemical compounds


Gene context of HSDB 289

  • A porous scaffold as a cell-compatible material was designed and prepared using a phospholipid copolymer composed of 2-methacryloyloxyethyl phosphorylcholine (MPC), n-butyl methacrylate, and enantiomeric macromonomers, the poly(L-lactic acid) (PLLA) macromonomer, and poly(D-lactic acid) (PDLA) macromonomer [23].
  • Linear polymer blends and semi-interpenetrating polymer networks (IPNs) with controlled hydrogen bonding interactions based on poly(styrene-co-methacrylic acid) (STMAA) and poly(butyl methacrylate) (PBMA) were studied by an ESR spin probe method [24].
  • Three types of amphiphilic copolymers using n-butylmethacrylate (BMA) as a hydrophobic monomer, and each of N,N'-dimethylacrylamide (DMA), N-acryloylmorpholine (AMO), and N-vinylpyrrolidone (VP) as hydrophilic comonomers were synthesized for coating filters used to remove leukocytes [25].

Analytical, diagnostic and therapeutic context of HSDB 289


  1. Advantages of using non-isothermal bioreactors for the enzymatic synthesis of antibiotics: the penicillin G acylase as enzyme model. Travascio, P., Zito, E., De Maio, A., Schroën, C.G., Durante, D., De Luca, P., Bencivenga, U., Mita, D.G. Biotechnol. Bioeng. (2002) [Pubmed]
  2. Cytotoxicity of methyl methacrylate (MMA) and related compounds and their interaction with dipalmitoylphosphatidylcholine (DPPC) liposomes as a model for biomembranes. Fujisawa, S., Atsumi, T., Kadoma, Y. Oral diseases. (2000) [Pubmed]
  3. Measuring polymer surface ordering differences in air and water by sum frequency generation vibrational spectroscopy. Wang, J., Paszti, Z., Even, M.A., Chen, Z. J. Am. Chem. Soc. (2002) [Pubmed]
  4. Latex-coated polymeric monolithic ion-exchange stationary phases. 2. Micro-ion chromatography. Zakaria, P., Hutchinson, J.P., Avdalovic, N., Liu, Y., Haddad, P.R. Anal. Chem. (2005) [Pubmed]
  5. Capillary electrochromatography of therapeutic peptides on mixed-mode butylmethacrylate monoliths. Adu, J.K., Lau, S.S., Watson, D.G., Euerby, M.R., Skellern, G.G., Tettey, J.N. Electrophoresis (2005) [Pubmed]
  6. Chip-based solid-phase extraction pretreatment for direct electrospray mass spectrometry analysis using an array of monolithic columns in a polymeric substrate. Tan, A., Benetton, S., Henion, J.D. Anal. Chem. (2003) [Pubmed]
  7. Temperature and pH sensitive hydrogels: An approach towards smart semen-triggered vaginal microbicidal vehicles. Gupta, K.M., Barnes, S.R., Tangaro, R.A., Roberts, M.C., Owen, D.H., Katz, D.F., Kiser, P.F. Journal of pharmaceutical sciences (2007) [Pubmed]
  8. Temperature-responsive polymeric carriers incorporating hydrophobic monomers for effective transfection in small doses. Takeda, N., Nakamura, E., Yokoyama, M., Okano, T. Journal of controlled release : official journal of the Controlled Release Society. (2004) [Pubmed]
  9. Transfection efficiency increases by incorporating hydrophobic monomer units into polymeric gene carriers. Kurisawa, M., Yokoyama, M., Okano, T. Journal of controlled release : official journal of the Controlled Release Society. (2000) [Pubmed]
  10. Synthesis and characterization of polymeric soybean oil-g-methyl methacrylate (and n-butyl methacrylate) graft copolymers: biocompatibility and bacterial adhesion. Cakmakli, B., Hazer, B., Tekin, I.O., Cömert, F.B. Biomacromolecules (2005) [Pubmed]
  11. Polymeric biomaterials: influence of phosphorylcholine polar groups on protein adsorption and complement activation. Yu, J., Lamba, N.M., Courtney, J.M., Whateley, T.L., Gaylor, J.D., Lowe, G.D., Ishihara, K., Nakabayashi, N. The International journal of artificial organs. (1994) [Pubmed]
  12. Control of cell adhesion and detachment using temperature and thermoresponsive copolymer grafted culture surfaces. Tsuda, Y., Kikuchi, A., Yamato, M., Sakurai, Y., Umezu, M., Okano, T. Journal of biomedical materials research. Part A. (2004) [Pubmed]
  13. Molded rigid polymer monoliths as separation media for capillary electrochromatography. 1. Fine control of porous properties and surface chemistry. Peters, E.C., Petro, M., Svec, F., Fréchet, J.M. Anal. Chem. (1998) [Pubmed]
  14. Antifouling blood purification membrane composed of cellulose acetate and phospholipid polymer. Ye, S.H., Watanabe, J., Iwasaki, Y., Ishihara, K. Biomaterials (2003) [Pubmed]
  15. Developmental toxicities of methacrylic acid, ethyl methacrylate, n-butyl methacrylate, and allyl methacrylate in rats following inhalation exposure. Saillenfait, A.M., Bonnet, P., Gallissot, F., Peltier, A., Fabriès, J.F. Toxicol. Sci. (1999) [Pubmed]
  16. Studies on new polymeric biomaterials with tunable hydrophilicity, and their possible utility in corneal repair surgery. Bruining, M.J., Pijpers, A.P., Kingshott, P., Koole, L.H. Biomaterials (2002) [Pubmed]
  17. Phosphorylcholine and poly(D,L-lactic acid) containing copolymers as substrates for cell adhesion. Watanabe, J., Ishihara, K. Artificial organs. (2003) [Pubmed]
  18. Inner core segment design for drug delivery control of thermo-responsive polymeric micelles. Chung, J.E., Yokoyama, M., Okano, T. Journal of controlled release : official journal of the Controlled Release Society. (2000) [Pubmed]
  19. A reduced-modulus acrylic bone cement: preliminary results. Litsky, A.S., Rose, R.M., Rubin, C.T., Thrasher, E.L. J. Orthop. Res. (1990) [Pubmed]
  20. Luminescence techniques and characterization of the morphology of polymer latices. 3. An investigation of the microenvironments within stabilized aqueous latex dispersions of poly(n-butyl methacrylate) and polyurethane. Soutar, I., Swanson, L., Annable, T., Padget, J.C., Satgurunathan, R. Langmuir : the ACS journal of surfaces and colloids. (2006) [Pubmed]
  21. Hydrophobicity as a design criterion for polymer scaffolds in bone tissue engineering. Jansen, E.J., Sladek, R.E., Bahar, H., Yaffe, A., Gijbels, M.J., Kuijer, R., Bulstra, S.K., Guldemond, N.A., Binderman, I., Koole, L.H. Biomaterials (2005) [Pubmed]
  22. Effect of cement modulus on the shear properties of the bone-cement interface. Funk, M.J., Litsky, A.S. Biomaterials (1998) [Pubmed]
  23. Stereocomplex formation by enantiomeric poly(lactic acid) graft-type phospholipid polymers for tissue engineering. Watanabe, J., Eriguchi, T., Ishihara, K. Biomacromolecules (2002) [Pubmed]
  24. Study of the miscibility and segmental motion of STMAA-PBMA polymer blends and semi-interpenetrating polymer networks by an ESR spin probe method. Qiu, F., Chen, S., Ping, Z. Magnetic resonance in chemistry : MRC. (2005) [Pubmed]
  25. Synthesis and performance of amphiphilic copolymers for blood cell separation. Natori, S.H., Gomei, Y., Higuchi, A. J. Biomed. Mater. Res. Part B Appl. Biomater. (2006) [Pubmed]
  26. Polymer brushes on single-walled carbon nanotubes by atom transfer radical polymerization of n-butyl methacrylate. Qin, S., Qin, D., Ford, W.T., Resasco, D.E., Herrera, J.E. J. Am. Chem. Soc. (2004) [Pubmed]
  27. Effects of cytochalasin D-eluting stents on intimal hyperplasia in a porcine coronary artery model. Salu, K.J., Bosmans, J.M., Huang, Y., Hendriks, M., Verhoeven, M., Levels, A., Cooper, S., De Scheerder, I.K., Vrints, C.J., Bult, H. Cardiovasc. Res. (2006) [Pubmed]
  28. Optimization of binary porogen solvent composition for preparation of butyl methacrylate monoliths in capillary liquid chromatography. Grafnetter, J., Coufal, P., Tesarová, E., Suchánková, J., Bosáková, Z., Sevcík, J. Journal of chromatography. A. (2004) [Pubmed]
  29. Rigid porous polyacrylamide-based monolithic columns containing butyl methacrylate as a separation medium for the rapid hydrophobic interaction chromatography of proteins. Xie, S., Svec, F., Fréchet, J.M. Journal of chromatography. A. (1997) [Pubmed]
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