Carnosine
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Names | |
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IUPAC name
(2S)-2-[(3-Amino-1-oxopropyl)amino]-3-(3H-imidazol-4-yl)propanoic acid
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Other names
β-Alanyl-L-histidine
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Identifiers | |
305-84-0 | |
ChEBI | CHEBI:57485 |
ChEMBL | ChEMBL242948 |
ChemSpider | 388363 |
4559 | |
Jmol 3D model | Interactive image Interactive image |
KEGG | C00386 |
PubChem | 439224 |
UNII | 8HO6PVN24W |
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Properties | |
C9H14N4O3 | |
Molar mass | 226.24 g·mol−1 |
Appearance | Crystalline solid |
Melting point | 253 °C (487 °F; 526 K) (decomposition) |
Vapor pressure | {{{value}}} |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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verify (what is ?) | |
Infobox references | |
Carnosine (beta-alanyl-L-histidine) is a dipeptide of the amino acids beta-alanine and histidine. It is highly concentrated in muscle and brain tissues.
Carnosine and carnitine were discovered by Russian chemist Vladimir Gulevich.[2] Researchers in Britain,[3] South Korea,[4] Russia[5][6] and other countries[7][8][9] have shown that carnosine has a number of antioxidant properties that may be beneficial. Carnosine has been proven to scavenge reactive oxygen species (ROS) as well as alpha-beta unsaturated aldehydes formed from peroxidation of cell membrane fatty acids during oxidative stress. Carnosine is also a zwitterion, a neutral molecule with a positive and negative end.
Like carnitine, carnosine is composed of the root word carn, meaning flesh, alluding to its prevalence in animal protein.[10] A vegetarian (especially vegan) diet is deficient in adequate carnosine, compared to levels found in a standard diet.[11]
Carnosine can chelate divalent metal ions.[12]
Carnosine can increase the Hayflick limit in human fibroblasts,[13] as well as appearing to reduce the telomere shortening rate.[14] Carnosine is also considered as a geroprotector.[15]
Contents
Biochemistry
In humans, postprandial blood plasma levels of carnosine is zero within several hours of red meat consumption, implying that carnosine is rapidly metabolized considering the slow digestion of animal protein.[16] This denotes a significantly short-lived impact when carnosine is taken in the form of a dietary supplement, though the latent cascade of effects from supplementing carnosine may still prove beneficial.
Physiological effects
Atherosclerosis and aging
Carnosine acts as an antiglycating agent, reducing the rate of formation of advanced glycation end-products (AGEs) (substances that can be a factor in the development or worsening of many degenerative diseases, such as diabetes, atherosclerosis, chronic renal failure, and Alzheimer's disease.[17]), and ultimately reducing development of atherosclerotic plaque build-up.[12][18][19] Chronic glycolysis is speculated to accelerate aging, making carnosine a candidate for therapeutic potential.[20]
Unreviewed studies & claims
The Professor Wang et al. clinical trial study called 'Use of carnosine as a natural anti-senescence drug for human beings' was carried out on 96 patients with cataracts of varying degrees of severity, which showed a success rate of 80% in advanced senile cataracts, and 100% in patients with mild to moderate cataracts, over the 6 months trial period.[21]
See also
- Acetyl-carnosine, a similar molecule used to treat lens cataracts
- Carnosinemia, a disease of excess carnosine due to an enzyme defect/deficiency.
- Anserine, another dipeptide antioxidant (found in birds)
- Carnosine synthase, enzyme that helps carnosine production
- Marios Kyriazis
References
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