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HEMA
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2-Hydroxyethyl Mercapturic Acid

2-Hydroxyethyl methacrylate (HEMA) is a versatile hydrophilic monomer used in various industries, including specialty coatings, resins, and biomedical applications like soft contact lenses and dental materials. 

However, its degradation in environments like the oral cavity can release harmful byproducts such as methacrylic acid, leading to potential health risks like cytotoxicity and genotoxic effects. 

In dental settings, exposure to HEMA during polymerization poses additional risks, including irritation and severe respiratory reactions, underscoring the need for caution and further research into its long-term safety.

Increasingly, lab testing is available to assess for toxin exposure to chemicals like HEMA.  

What is HEMA?  [3., 5.]

2-Hydroxyethyl methacrylate (2-HEMA) is a widely used neutral hydrophilic monomer, synthesized through the esterification of methacrylic acid with ethylene glycol or via a ring-opening reaction with ethylene oxide. 

2-HEMA is extensively utilized in the production of specialty coatings, resins, adhesives, printing inks, and acrylic plastics, often mixed with other acrylic ester monomers to adjust hydrophobic properties or add reactive sites. 

In the biomedical field, it's used in hydrogel products for various applications, including soft contact lenses, drug release systems, absorbents for body fluids, and lubricious coatings.  The polymer form of 2-HEMA is particularly beneficial in contact lenses, offering rigidity when dry and flexibility upon hydration.

2-Hydroxyethyl methacrylate is also commonly used in dental materials, particularly in restorative dentistry; however, it can undergo degradation in the oral environment through enzymatic and mechanical processes, potentially causing health risks.

2-HEMA Exposure in Dental Materials  [5.]

As 2-HEMA is degraded in the oral environment, it produces methacrylic acid (MAA) as its primary byproduct. 

Both HEMA and MAA have been shown to induce mild cytotoxicity and significant genotoxic effects in human gingival fibroblasts. These effects include DNA damage, notably double-strand breaks, as well as apoptosis and cell cycle disturbances. 

The genotoxicity appears to be mediated by oxidative modifications to DNA, which both compounds can induce.  

The degradation of HEMA, facilitated by oral esterases and mechanical stress, raises concerns about the long-term biological safety of methacrylate-based dental materials.

Health Hazards Associated with HEMA Exposure  [1., 2., 4.].

Exposure to 2-hydroxyethyl methacrylate (HEMA) poses several health risks. 

HEMA can irritate the eyes, skin, and respiratory tract and, if ingested, may cause chemical pneumonitis. 

In dental settings, HEMA is released from resin-based materials during polymerization, potentially reaching harmful concentrations. 

Studies show that HEMA can damage DNA, induce oxidative stress, and disrupt cellular functions, leading to apoptosis and cell cycle delays. 

Lab Testing for Environmental Toxins

HEMA (Hydroxyethyl Methacrylate) is one example of the increasing numbers of environmental toxins to which we are exposed.  Increasingly, lab companies are offering test panels to assess for the presence of such toxins.  

Some companies also offer blood testing to assess immune responses to these toxic chemicals.  

Testing for toxin exposure may be done via blood, urine, stool, or hair.

Order Toxin Exposure Testing

Click here to compare testing options and order test panels for toxin exposure. 

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See References

[1.] Ansteinsson V, Solhaug A, Samuelsen JT, Holme JA, Dahl JE. DNA-damage, cell-cycle arrest and apoptosis induced in BEAS-2B cells by 2-hydroxyethyl methacrylate (HEMA). Mutation Research/Genetic Toxicology and Environmental Mutagenesis. 2011;723(2):158-164. doi:https://doi.org/10.1016/j.mrgentox.2011.04.011 

[2.] ICSC 1724 - 2-HYDROXYETHYL METHACRYLATE. chemicalsafety.ilo.org. Accessed May 2, 2024. https://chemicalsafety.ilo.org/dyn/icsc/showcard.display?p_card_id=1724&p_version=2&p_lang=en#:~:text=The%20substance%20is%20irritating%20to 

[3.] NORTH AMERICA ° EUROPE ° ASIA 2-HYDROX YETHYL METHACRYL ATE. Accessed April 27, 2023. https://www.polysciences.com/media/pdf/literature-resource/HEMA-Tech.pdf 

[4.] Pawlowska E, Poplawski T, Ksiazek D, Szczepanska J, Blasiak J. Genotoxicity and cytotoxicity of 2-hydroxyethyl methacrylate. Mutation Research/Genetic Toxicology and Environmental Mutagenesis. 2010;696(2):122-129. doi:https://doi.org/10.1016/j.mrgentox.2009.12.019 

[5.] Szczepanska J, Poplawski T, Synowiec E, Pawlowska E, Chojnacki CJ, Chojnacki J, Blasiak J. 2-hydroxylethyl methacrylate (HEMA), a tooth restoration component, exerts its genotoxic effects in human gingival fibroblasts trough methacrylic acid, an immediate product of its degradation. Mol Biol Rep. 2012 Feb;39(2):1561-74. doi: 10.1007/s11033-011-0895-y. Epub 2011 May 27. PMID: 21617943; PMCID: PMC3249584.

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2-Hydroxyethyl Mercapturic Acid

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