C9625
L-Carnosine
~99%
Synonyme(s) :
β-Alanyl-L-histidine
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A propos de cet article
Formule empirique (notation de Hill) :
C9H14N4O3
Numéro CAS:
Poids moléculaire :
226.23
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
206-169-9
MDL number:
Beilstein/REAXYS Number:
87671
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L-Carnosine, ~99%, crystalline
InChI key
CQOVPNPJLQNMDC-ZETCQYMHSA-N
InChI
1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/t7-/m0/s1
SMILES string
NCCC(=O)N[C@@H](Cc1c[nH]cn1)C(O)=O
assay
~99%
form
crystalline
color
white to off-white
mp
253 °C (dec.) (lit.)
application(s)
cell analysis
storage temp.
−20°C
Quality Level
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Application
L-Carnosine has been used to study its effects as an antioxidant on meat quality of pigs. It has also been used to study its effects on brain injury in a rat intracerebral hemorrhage model.
Biochem/physiol Actions
L-Carosine is a dipeptide found at millimolar concentration in brain, muscle and the lens of the eye. In model systems it is a potent antioxidant that scavenges oxygen free radicals and transition metal ions. It blocks protein-protein and protein-DNA cross-links induced by hypochlorite anions and toxic aldehydes such as acetaldehyde, formaldehyde, and malondialdehyde, the primary product of lipid peroxidation. It also inhibits nonenzymatic protein glycation induced by aldose and ketose reducing sugars and inhibits the formation of toxic advanced glycation end products (AGE). These activities make it of interest in studies of aging, atherosclerosis, Alzheimer′s disease, and the secondary effects of diabetes.
Dipeptide with potent antioxidant and antiglycation activity; blocks nonenzymatic glycosylation and protein cross-linking induced by reactive aldehydes.
Classe de stockage
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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The Expression of Carnosine and Its Effect on the Antioxidant Capacity of Longissimus dorsi Muscle in Finishing Pigs Exposed to Constant Heat Stress
Peige Yang
Asian-Australasian Journal of Animal Sciences, 27(12), 1763-1772 (2014)
Alexander A Boldyrev et al.
Physiological reviews, 93(4), 1803-1845 (2013-10-19)
Carnosine (β-alanyl-l-histidine) was discovered in 1900 as an abundant non-protein nitrogen-containing compound of meat. The dipeptide is not only found in skeletal muscle, but also in other excitable tissues. Most animals, except humans, also possess a methylated variant of carnosine
K N Roy Chengappa et al.
Schizophrenia research, 142(1-3), 145-152 (2012-10-27)
Targeting glutamatergic dysfunction provides an exciting opportunity to improve cognitive impairment in schizophrenia. One treatment approach has targeted inadequate antioxidant defenses at glutamatergic synapses. Animal and human data suggest NMDA antagonists worsen executive cognitive controls--e.g. increase perseverative responses and impair
Sanne Stegen et al.
PloS one, 10(3), e0121062-e0121062 (2015-03-25)
Muscle carnosine and its methylated form anserine are histidine-containing dipeptides. Both dipeptides have the ability to quench reactive carbonyl species and previous studies have shown that endogenous tissue levels are decreased in chronic diseases, such as diabetes. Rodent study: Skeletal
T L Dutka et al.
Journal of applied physiology (Bethesda, Md. : 1985), 112(5), 728-736 (2011-12-17)
There is considerable interest in potential ergogenic and therapeutic effects of increasing skeletal muscle carnosine content, although its effects on excitation-contraction (EC) coupling in human muscle have not been defined. Consequently, we sought to characterize what effects carnosine, at levels
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