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About This Item
Empirical Formula (Hill Notation):
C9H14N4O3
CAS Number:
Molecular Weight:
226.23
UNSPSC Code:
12352209
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
87671
Product Name
L-Carnosine, Vetec™, reagent grade, 98%
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
InChI key
CQOVPNPJLQNMDC-ZETCQYMHSA-N
grade
reagent grade
product line
Vetec™
assay
98%
form
powder
color
white to off-white
mp
253 °C (dec.) (lit.)
storage temp.
−20°C
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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.
Legal Information
Vetec is a trademark of Merck KGaA, Darmstadt, Germany
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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
Behnoush Maherani et al.
Food chemistry, 134(2), 632-640 (2012-10-31)
Natural dipeptide antioxidants (l-carnosine) are recieving increasing attention because of their noticeable potential as biopreservatives in food recent technology. Encapsulation of antioxidants by nanoliposomes could represent an ameliorative approach to overcome the problems related to the direct application of these
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
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