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Merck

C9625

L-Carnosine

~99%

Sinónimos:

β-Alanyl-L-histidine

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Fórmula empírica (notación de Hill):
C9H14N4O3
Número CAS:
Peso molecular:
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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Nombre del producto

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

Gene Information

human ... CA1(759), CA2(760)

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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.

Clase de almacenamiento

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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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
Carnosine Attenuates Brain Oxidative Stress and Apoptosis After Intracerebral Hemorrhage in Rats
Bao-Liang
Neurochemical Research (2017)
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)
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
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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