MedKoo Cat#: 591040 | Name: Glycidyl methacrylate
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Glycidyl methacrylate (GMA) is an ester of methacrylic acid and glycidol, it is a common monomer used in the creation of epoxy resins. While typical home epoxies contain diglycidyl ether of bisphenol A (DGEBA), glycidyl methacrylate is instead used to provide epoxy functionalization to polyolefins and other acrylate resins.

Chemical Structure

Glycidyl methacrylate
Glycidyl methacrylate
CAS#106-91-2

Theoretical Analysis

MedKoo Cat#: 591040

Name: Glycidyl methacrylate

CAS#: 106-91-2

Chemical Formula: C7H10O3

Exact Mass: 142.0630

Molecular Weight: 142.15

Elemental Analysis: C, 59.15; H, 7.09; O, 33.76

Price and Availability

Size Price Availability Quantity
5g USD 350.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Glycidyl methacrylate; 2,3-Epoxypropyl methacrylate; Glycidol methacrylate; SY-Monomer G; NSC 24156; NSC-24156; NSC24156
IUPAC/Chemical Name
2,3-Epoxypropyl methacrylate
InChi Key
VOZRXNHHFUQHIL-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3
SMILES Code
CC(C(OCC1CO1)=O)=C
Appearance
Liquid (with 100ppm 4-methoxyphenol as stabilizer)
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Glycidyl methacrylate (GMA) is an ester of methacrylic acid and glycidol, it is a common monomer used in the creation of epoxy resins.
In vitro activity:
While the addition of P(BA-co-GMAy) in the WPUs leads to amorphous materials, the addition of P(PEGMA-co-GMAy) copolymers leads to hybrid composite systems varying from amorphous to semi-crystalline, depending on copolymer or blend composition. The healing efficiency of these copolymers was explored upon application of two external triggers (addition of water or heating). Promising healing results were exhibited by the final composites when water was used as a healing trigger. Reference: Int J Mol Sci. 2022 Jul 23;23(15):8118. https://pubmed.ncbi.nlm.nih.gov/35897694/
In vivo activity:
The mechanical (rheology, degradation) and physical (apparent crosslinking density, swelling ratio) properties of the gels varied as a function of incorporated HA oligomer content; however, overall, the mechanics of these hydrogels were too weak for vascular applications as stand-alone materials. Upon in vivo subcutaneous implantation, only a few inflammatory cells were evident around GM-HA (glycidyl methacrylate hyaluronic acid) gels, however their number increased as HA-o content within the gels increased, and the collagen I distribution was uniform. Reference: Acta Biomater. 2011 Feb;7(2):653-65. https://pubmed.ncbi.nlm.nih.gov/20709199/

Preparing Stock Solutions

The following data is based on the product molecular weight 142.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Tzoumani I, Soto Beobide A, Iatridi Z, Voyiatzis GA, Bokias G, Kallitsis JK. Glycidyl Methacrylate-Based Copolymers as Healing Agents of Waterborne Polyurethanes. Int J Mol Sci. 2022 Jul 23;23(15):8118. doi: 10.3390/ijms23158118. PMID: 35897694; PMCID: PMC9332020. 2. Wang AN, Wang QK, Yang M, Hu J, Dong L, Xu JN. Experimental study on malignant transformation of human bronchial epithelial cells induced by glycidyl methacrylate and analysis on its methylation. Biomed Environ Sci. 2014 Jul;27(7):523-30. doi: 10.3967/bes2014.002. PMID: 25073911. 3. Ibrahim S, Kothapalli CR, Kang QK, Ramamurthi A. Characterization of glycidyl methacrylate - crosslinked hyaluronan hydrogel scaffolds incorporating elastogenic hyaluronan oligomers. Acta Biomater. 2011 Feb;7(2):653-65. doi: 10.1016/j.actbio.2010.08.006. Epub 2010 Aug 13. PMID: 20709199; PMCID: PMC4024838.
In vitro protocol:
1. Tzoumani I, Soto Beobide A, Iatridi Z, Voyiatzis GA, Bokias G, Kallitsis JK. Glycidyl Methacrylate-Based Copolymers as Healing Agents of Waterborne Polyurethanes. Int J Mol Sci. 2022 Jul 23;23(15):8118. doi: 10.3390/ijms23158118. PMID: 35897694; PMCID: PMC9332020. 2. Wang AN, Wang QK, Yang M, Hu J, Dong L, Xu JN. Experimental study on malignant transformation of human bronchial epithelial cells induced by glycidyl methacrylate and analysis on its methylation. Biomed Environ Sci. 2014 Jul;27(7):523-30. doi: 10.3967/bes2014.002. PMID: 25073911.
In vivo protocol:
1. Ibrahim S, Kothapalli CR, Kang QK, Ramamurthi A. Characterization of glycidyl methacrylate - crosslinked hyaluronan hydrogel scaffolds incorporating elastogenic hyaluronan oligomers. Acta Biomater. 2011 Feb;7(2):653-65. doi: 10.1016/j.actbio.2010.08.006. Epub 2010 Aug 13. PMID: 20709199; PMCID: PMC4024838.
1: Ribeiro LF, Masini JC. Complexing porous polymer monoliths for online solid-phase extraction of metals in sequential injection analysis with electrochemical detection. Talanta. 2018 Aug 1;185:387-395. doi: 10.1016/j.talanta.2018.03.099. Epub 2018 Mar 31. PubMed PMID: 29759217. 2: Obbed MS, Aqel A, Al Othman ZA, Badjah-Hadj-Ahmed AY. Preparation, characterization and application of polymethacrylate-based monolithic columns for fast and efficient separation of alkanes, alcohols, alkylbenzenes and isomeric mixtures by gas chromatography. J Chromatogr A. 2018 Jun 22;1555:89-99. doi: 10.1016/j.chroma.2018.04.045. Epub 2018 Apr 23. PubMed PMID: 29724647. 3: Wu R, Ding X, Qi Y, Zeng Q, Wu YW, Yu B, Xu FJ. Flexible Cationic Nanoparticles with Photosensitizer Cores for Multifunctional Biomedical Applications. Small. 2018 May 2:e1800201. doi: 10.1002/smll.201800201. [Epub ahead of print] PubMed PMID: 29717807. 4: Kim SH, Yeon YK, Lee JM, Chao JR, Lee YJ, Seo YB, Sultan MT, Lee OJ, Lee JS, Yoon SI, Hong IS, Khang G, Lee SJ, Yoo JJ, Park CH. Precisely printable and biocompatible silk fibroin bioink for digital light processing 3D printing. Nat Commun. 2018 Apr 24;9(1):1620. doi: 10.1038/s41467-018-03759-y. PubMed PMID: 29693652; PubMed Central PMCID: PMC5915392. 5: Aden B, Street DP, Hopkins BW, Lokitz BS, Kilbey SM 2nd. Tailoring Surface Properties through in Situ Functionality Gradients in Reactively Modified Poly(2-vinyl-4,4-dimethyl azlactone) Thin Films. Langmuir. 2018 May 8;34(18):5204-5213. doi: 10.1021/acs.langmuir.8b00195. Epub 2018 Apr 25. PubMed PMID: 29693402. 6: Yuan M, Bi B, Huang J, Zhuo R, Jiang X. Thermosensitive and photocrosslinkable hydroxypropyl chitin-based hydrogels for biomedical applications. Carbohydr Polym. 2018 Jul 15;192:10-18. doi: 10.1016/j.carbpol.2018.03.031. Epub 2018 Mar 15. PubMed PMID: 29691000. 7: Zasońska BA, Hlídková H, Petrovský E, Myronovskij S, Nehrych T, Negrych N, Shorobura M, Antonyuk V, Stoika R, Kit Y, Horák D. Monodisperse magnetic poly(glycidyl methacrylate) microspheres for isolation of autoantibodies with affinity for the 46 kDa form of unconventional Myo1C present in autoimmune patients. Mikrochim Acta. 2018 Apr 23;185(5):262. doi: 10.1007/s00604-018-2807-5. PubMed PMID: 29687337. 8: Winderl J, Spies T, Hubbuch J. Packing characteristics of winged shaped polymer fiber supports for preparative chromatography. J Chromatogr A. 2018 Jun 8;1553:67-80. doi: 10.1016/j.chroma.2018.04.020. Epub 2018 Apr 12. PubMed PMID: 29680743. 9: Wang W, Lu D, Zhu M, Saunders JM, Milani AH, Armes SP, Saunders BR. Highly deformable hydrogels constructed by pH-triggered polyacid nanoparticle disassembly in aqueous dispersions. Soft Matter. 2018 May 9;14(18):3510-3520. doi: 10.1039/c8sm00325d. PubMed PMID: 29671461. 10: Han J, Rong J, Wang Y, Liu Q, Tang X, Li C, Ni L. Immobilization of cellulase on thermo-sensitive magnetic microspheres: improved stability and reproducibility. Bioprocess Biosyst Eng. 2018 Apr 13. doi: 10.1007/s00449-018-1934-z. [Epub ahead of print] PubMed PMID: 29654356. 11: Duan S, Li J, Zhao N, Xu FJ. Multifunctional hybrids with versatile types of nanoparticles via self-assembly for complementary tumor therapy. Nanoscale. 2018 Apr 26;10(16):7649-7657. doi: 10.1039/c8nr00767e. PubMed PMID: 29648560. 12: Hsieh YH, Shen BY, Wang YH, Lin B, Lee HM, Hsieh MF. Healing of Osteochondral Defects Implanted with Biomimetic Scaffolds of Poly(ε-Caprolactone)/Hydroxyapatite and Glycidyl-Methacrylate-Modified Hyaluronic Acid in a Minipig. Int J Mol Sci. 2018 Apr 9;19(4). pii: E1125. doi: 10.3390/ijms19041125. PubMed PMID: 29642550. 13: Srivastava R, Liu J, He C, Sun Y. BisGMA analogues as monomers and diluents for dental restorative composite materials. Mater Sci Eng C Mater Biol Appl. 2018 Jul 1;88:25-31. doi: 10.1016/j.msec.2018.01.011. Epub 2018 Feb 1. PubMed PMID: 29636135. 14: Thekiya AH, Aileni KR, Rachala MR, Reddy SD, Devi KS, Khan MYA. An Evaluation of Shear Bond Strength of Admira (Ormocer) as an Alternative Material for Bonding Orthodontic Brackets: An In vitro Study. J Int Soc Prev Community Dent. 2018 Jan-Feb;8(1):56-61. doi: 10.4103/jispcd.JISPCD_375_17. Epub 2018 Feb 22. PubMed PMID: 29629330; PubMed Central PMCID: PMC5853043. 15: Liu X, Li Y, Chu Z, Fang Y, Zheng H. Surface modification of bacterial cellulose aerogels by ARGET ATRP. J Appl Biomater Funct Mater. 2018 Jan;16(1_suppl):163-169. doi: 10.1177/2280800018757337. PubMed PMID: 29618253. 16: Borodinov N, Gil D, Savchak M, Gross CE, Yadavalli NS, Ma R, Tsukruk VV, Minko S, Vertegel A, Luzinov I. En Route to Practicality of the Polymer Grafting Technology: One-Step Interfacial Modification with Amphiphilic Molecular Brushes. ACS Appl Mater Interfaces. 2018 Apr 25;10(16):13941-13952. doi: 10.1021/acsami.7b19815. Epub 2018 Apr 13. PubMed PMID: 29608051. 17: Li Y, Jia S, Du S, Wang Y, Lv L, Zhang J. Improved properties of recycled polypropylene by introducing the long chain branched structure through reactive extrusion. Waste Manag. 2018 Mar 29. pii: S0956-053X(18)30182-X. doi: 10.1016/j.wasman.2018.03.040. [Epub ahead of print] PubMed PMID: 29606532. 18: Liu X, Fang Y, Yang X, Li Y, Wang C. Electrospun epoxy-based nanofibrous membrane containing biocompatible feather polypeptide for highly stable and active covalent immobilization of lipase. Colloids Surf B Biointerfaces. 2018 Jun 1;166:277-285. doi: 10.1016/j.colsurfb.2018.03.037. Epub 2018 Mar 26. PubMed PMID: 29604570. 19: Chen K, Zhang L, Zhang W. Preparation and evaluation of open-tubular capillary column combining a metal-organic framework and a brush-shaped polymer for liquid chromatography. J Sep Sci. 2018 Mar 30. doi: 10.1002/jssc.201800121. [Epub ahead of print] PubMed PMID: 29600554. 20: Dong Z, Zhao L. Covalently bonded ionic liquid onto cellulose for fast adsorption and efficient separation of Cr(VI): Batch, column and mechanism investigation. Carbohydr Polym. 2018 Jun 1;189:190-197. doi: 10.1016/j.carbpol.2018.02.038. Epub 2018 Feb 15. PubMed PMID: 29580398.