C9625
L-Carnosine
~99%
Synonym(s):
β-Alanyl-L-histidine
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About This Item
Empirical Formula (Hill Notation):
C9H14N4O3
CAS Number:
Molecular Weight:
226.23
Beilstein:
87671
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name
L-Carnosine, ~99%, crystalline
Assay
~99%
Quality Level
form
crystalline
color
white to off-white
mp
253 °C (dec.) (lit.)
application(s)
cell analysis
storage temp.
−20°C
SMILES string
NCCC(=O)N[C@@H](Cc1c[nH]cn1)C(O)=O
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
InChI key
CQOVPNPJLQNMDC-ZETCQYMHSA-N
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Amino Acid Sequence
Ala-His
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
Carnosine Attenuates Brain Oxidative Stress and Apoptosis After Intracerebral Hemorrhage in Rats
Bao-Liang
Neurochemical Research (2017)
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
Francesco Attanasio et al.
Chembiochem : a European journal of chemical biology, 14(5), 583-592 (2013-02-27)
Aggregation of the amyloid-β peptide (Aβ) into fibrillar structures is a hallmark of Alzheimer's disease. Thus, preventing self-assembly of the Aβ peptide is an attractive therapeutic strategy. Here, we used experimental techniques and atomistic simulations to investigate the influence of
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
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