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Dimethylglycine (DMG) is a derivative of the amino acidglycine with the structural formula (CH₃)₂NCH₂COOH. It can be found in beans and liver. It can be formed from trimethylglycine upon the loss of one of its methyl groups. It is also a byproduct of the metabolism of choline.

When DMG was first discovered, it was referred to as Vitamin B₁₆, but, unlike true B vitamins, deficiency of DMG in the diet does not lead to any ill-effects and it is synthesized by the human body in the citric acid (or Krebs) cycle meaning it does not meet the definition of a vitamin.

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Uses[edit]

Dimethylglycine has been suggested for use as an athletic performance enhancer, immunostimulant, and a treatment for autism, epilepsy, or mitochondrial disease.^[2] There is no evidence that dimethylglycine is effective for treating mitochondrial disease.^[3] Published studies on the subject have shown little to no difference between DMG treatment and placebo in autism spectrum disorders.^[4][5]

Biological activity[edit]

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Dimethylglycine has been found to act as an agonist of the glycine site of the NMDA receptor.^[6]

Preparation[edit]

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This compound is commercially available as the free form amino acid, and as the hydrochloride salt [2491-06-7 ]. DMG may be prepared by the alkylation of glycine via the Eschweiler–Clarke reaction. In this reaction, glycine is treated with aqueous formaldehyde in formic acid that serves as both solvent and reductant. Hydrochloric acid is added thereafter to give the hydrochloride salt. The free amino acid may have been obtained by neutralization of the acid salt, which has been performed with silver oxide.^[7]

H₂NCH₂COOH + 2 CH₂O + 2 HCOOH → (CH₃)₂NCH₂COOH + 2 CO₂ + 2 H₂O

References[edit]

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1. ^'dimethylglycine - Compound Summary'. PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification. Retrieved 24 April 2012.
2. ^'Dimethylglycine'. About Herbs, Botanicals & Other Products. Memorial Sloan–Kettering Cancer Center. December 8, 2009.
3. ^Pfeffer, Gerald; Majamaa, Kari; Turnbull, Douglass M.; Thorburn, David; Chinnery, Patrick F. (2012-04-18). 'Treatment for mitochondrial disorders'. The Cochrane Database of Systematic Reviews (4): CD004426. doi:10.1002/14651858.CD004426.pub3. ISSN1469-493X. PMID22513923.
4. ^Bolman WM, Richmond JA (June 1999). 'A double-blind, placebo-controlled, crossover pilot trial of low-dose dimethylglycine in patients with autistic disorder'. Journal of Autism and Developmental Disorders. 29 (3): 191–4. doi:10.1023/A:1023023820671. PMID10425581.
5. ^Kern JK, Miller VS, Cauller PL, Kendall PR, Mehta PJ, Dodd M (March 2001). 'Effectiveness of N,N-dimethylglycine in autism and pervasive developmental disorder'. Journal of Child Neurology. 16 (3): 169–73. doi:10.1177/088307380101600303. PMID11305684.
6. ^Lin, Jen-Cheng; Chan, Ming-Huan; Lee, Mei-Yi; Chen, Yi-Chyan; Chen, Hwei-Hsien (2016). 'N,N-dimethylglycine differentially modulates psychotomimetic and antidepressant-like effects of ketamine in mice'. Progress in Neuro-Psychopharmacology and Biological Psychiatry. 71: 7–13. doi:10.1016/j.pnpbp.2016.06.002. ISSN0278-5846. PMID27296677.
7. ^Clarke, H. T.; Gillespie, H. B.; Weisshaus, S. Z. (1933). 'The Action of Formaldehyde on Amines and Amino Acids'. Journal of the American Chemical Society. 55 (11): 4571. doi:10.1021/ja01338a041.

Dimethylglycine, also known as DMG, is a natural substance found in both plant and animal cells, and is derived from the amino acid glycine (see reference 1 under Clinical Summary para 1). As a supplement, it is purported to offer a number of health benefits, from enhancing physical performance to improving behavior in children with autism and attention deficit disorder. However, the evidence to support these claims is lacking, according to the Memorial Sloan Kettering Cancer Center (see reference 1 under Mechanism of Action).

How DMG Works

The body produces DMG in the cells by breaking down choline (see reference 1 under Clinical Summary). In the body, it acts as an antioxidant and improves oxygenation of the cells (see reference 1 under Clinical Summary). The thought is that taking DMG as a supplement may further enhance oxygenation, which improves athletic performance (see reference 1 under Clinical Summary). It is also thought to act as a neurological stimulator, which is why it has gained popularity in the autism community (see reference 1 under Clinical Summary). According to an October 2009 review article on the use of complementary medicine in autism published in 'Child and Adolescent Psychiatric Clinics,' the two clinical trials testing the use of DMG on children with autism showed no positive effect or improvement in behavior (see reference 2 under DMG).

Safety Concerns

DMG is considered a safe and non-toxic substance, according to MSKCC (see reference 1 under Clinical Summary). If you're supplementing your diet with DMG, be sure to inform your doctor to monitor for any potential side effects or interactions. Additionally, while it's safe to take DMG, do not rely on it as a cure or treatment for any illness.