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C9625

Sigma-Aldrich

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
Beilstein/REAXYS Number:
87671
EC Number:
206-169-9
MDL number:
MFCD00005207
UNSPSC Code:
12352209
PubChem Substance ID:
24893178
NACRES:
NA.26

product name

L-Carnosine, ~99%, crystalline

assay

~99%

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

Gene Information

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

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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

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Ok-Nam Bae et al.
Stroke, 44(1), 205-212 (2012-12-20)
An urgent need exists to develop therapies for stroke that have high efficacy, long therapeutic time windows, and acceptable toxicity. We undertook preclinical investigations of a novel therapeutic approach involving supplementation with carnosine, an endogenous pleiotropic dipeptide. Efficacy and safety
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
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