Anserine Explained

Anserine (β-alanyl-3-methylhistidine) is a dipeptide containing β-alanine and 3-methylhistidine.[1] Anserine is a derivative of carnosine, which has been methylated.[2]

Both anserine and carnosine chelate copper. Due to its methylation, anserine is more stable in serum and resistant to degradation than carnosine.[3] Anserine can be found in the skeletal muscle and brain of mammals and birds.[2]

The pKa of the imidazole ring of histidine, when contained in anserine, is 7.04.[4]

Neuroprotective effects

An animal model study of Alzheimer's disease using mice found that treatment with anserine reduced memory loss. Anserine reduced glial inflammatory activity (particularly of astrocyte). The study also found that anserine-treated mice had greater pericyte surface area. The greater area of pericytes was commensurate with improved memory (pericytes wrap around brain capillary to control blood flow and gate cells from neurotoxin, blocking inflammation). The anserine-treated mice overall performed better on a spatial memory test (Morris Water Maze).[5]

A human study on 84 elderly subjects showed that subjects who took anserine and carnosine supplements for one year showed increased blood flow in the prefrontal cortex on MRI.[6]

A study demonstrated that the free N-terminal of histidine on anserine and carnosine protect against zinc-caused neurotoxicity and regulate the Arc pathway in which Arc protein is used to produce dendrite protein for connecting nerve cells.[7]

Both Anserine and Carnosine are chelating agents for copper and other transition metals.[8] Chelation of transition metals is one method used by antioxidants to protect their targets from oxidative stress as it prevents them from undergoing Fenton reactions with peroxides. In the olfactory bulbs, the concentration of both of these molecules was found to be in the millimolar range, whereas the concentration of copper was approximately 50μM. these found concentrations indicate the chelation of copper by Anserine and Carnosine.[9]

See also

Notes and References

  1. Book: Biochemistry . Garrett CM, Grisham RH . 2012 . Cengage Learning . 978-1-133-10629-6 . 5th . 46.
  2. Blancquaert . Laura . Baba . Shahid P. . Kwiatkowski . Sebastian . Stautemas . Jan . Stegen . Sanne . Barbaresi . Silvia . Chung . Weiliang . Boakye . Adjoa A. . Hoetker . J. David . Bhatnagar . Aruni . Delanghe . Joris . 2016-09-01 . Carnosine and anserine homeostasis in skeletal muscle and heart is controlled by β-alanine transamination . The Journal of Physiology . 594 . 17 . 4849–4863 . 10.1113/JP272050 . 1469-7793 . 5009790 . 27062388.
  3. Everaert . Inge . Baron . Giovanna . Barbaresi . Silvia . Gilardoni . Ettore . Coppa . Crescenzo . Carini . Marina . Vistoli . Giulio . Bex . Tine . Stautemas . Jan . Blancquaert . Laura . Derave . Wim . January 2019 . Development and validation of a sensitive LC-MS/MS assay for the quantification of anserine in human plasma and urine and its application to pharmacokinetic study . Amino Acids . 51 . 1 . 103–114 . 10.1007/s00726-018-2663-y . 1438-2199 . 30302566. 2434/599742 . 52945820 . free .
  4. Wu . Guoyao . March 2020 . Important roles of dietary taurine, creatine, carnosine, anserine and 4-hydroxyproline in human nutrition and health . Amino Acids . 52 . 3 . 329–360 . 10.1007/s00726-020-02823-6 . 1438-2199 . 7088015 . 32072297.
  5. Kaneko J, Enya A, Enomoto K, Ding Q, Hisatsune T . Anserine (beta-alanyl-3-methyl-L-histidine) improves neurovascular-unit dysfunction and spatial memory in aged AβPPswe/PSEN1dE9 Alzheimer's-model mice . Scientific Reports . 7 . 1 . 12571 . October 2017 . 28974740 . 10.1038/s41598-017-12785-7 . free . 5626714 . 2017NatSR...712571K .
  6. Ding Q, Tanigawa K, Kaneko J, Totsuka M, Katakura Y, Imabayashi E, Matsuda H, Hisatsune T . 6 . Anserine/Carnosine Supplementation Preserves Blood Flow in the Prefrontal Brain of Elderly People Carrying APOE e4 . Aging and Disease . 9 . 3 . 334–345 . June 2018 . 29896423 . 10.14336/ad.2017.0809 . free . 5988590 .
  7. 6 . Ding Q, Tanigawa K, Kaneko J, Totsuka M, Katakura Y, Imabayashi E, Matsuda H, Hisatsune T . June 2018 . Anserine/Carnosine Supplementation Preserves Blood Flow in the Prefrontal Brain of Elderly People Carrying APOE e4 . Aging and Disease . 9 . 3 . 334–345 . 10.14336/ad.2017.0809 . 29896423 . free. 5988590 .
  8. Kohen . R. . Misgav . R. . Ginsburg . I. . 1991 . The SOD like activity of copper:carnosine, copper:anserine and copper:homocarnosine complexes . Free Radical Research Communications . 12-13 Pt 1 . 179–185 . 10.3109/10715769109145784 . 8755-0199 . 1649087.
  9. Kohen . Ron . Yamamoto . Yorihiro . Cundy . Kenneth C. . Ames . Bruce N. . 1988 . Antioxidant Activity of Carnosine, Homocarnosine, and Anserine Present in Muscle and Brain . Proceedings of the National Academy of Sciences of the United States of America . 85 . 9 . 3175–3179 . 10.1073/pnas.85.9.3175 . free . 31967 . 3362866 . 280166 . 1988PNAS...85.3175K . 0027-8424.

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