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Merck

C9625

L-Carnosine

~99%

Synonym(s):

β-Alanyl-L-histidine

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About This Item

Empirical Formula (Hill Notation):
C9H14N4O3
CAS Number:
305-84-0
Molecular Weight:
226.23
NACRES:
NA.26
PubChem Substance ID:
24893178
UNSPSC Code:
12352209
EC Number:
206-169-9
MDL number:
MFCD00005207
Beilstein/REAXYS Number:
87671

Product Name

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

200

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.

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
0000505437
0000505465
0000505465
0000505437
0000468148

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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)
Johann Edge et al.
Experimental physiology, 98(2), 481-490 (2012-08-28)
It has been hypothesized that exercise-induced changes in metabolites and ions are crucial in the adaptation of contracting muscle. We tested this hypothesis by comparing adaptations to two different interval-training protocols (differing only in the rest duration between intervals), which
Xue Ming et al.
Journal of proteome research, 11(12), 5856-5862 (2012-10-31)
Autism spectrum disorders (ASD) are a group of biological disorders with associated metabolic derangement. This study aimed to identify a pattern of metabolic perturbance in ASD using metabolomics in urinary specimens from 48 children with ASD and 53 age matched
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