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V900370

Sigma-Aldrich

L-Carnosine

Vetec™, reagent grade, 98%

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Synonym(s):
β-Alanyl-L-histidine
Empirical Formula (Hill Notation):
C9H14N4O3
CAS Number:
305-84-0
Molecular Weight:
226.23
Beilstein:
87671
MDL number:
MFCD00005207
PubChem Substance ID:
329829781

grade

reagent grade

product line

Vetec™

Assay

98%

form

powder

color

white to off-white

mp

253 °C (dec.) (lit.)

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

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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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
Blake D McLean et al.
International journal of sports physiology and performance, 8(4), 391-399 (2012-11-22)
Little research has been done on the physiological and performance effects of altitude training on team-sport athletes. Therefore, this study examined changes in 2000-m time-trial running performance (TT), hemoglobin mass (Hbmass), and intramuscular carnosine content of elite Australian Football (AF)
Inge Everaert et al.
Medicine and science in sports and exercise, 45(1), 43-51 (2012-08-17)
Enhanced carnosine levels have been shown to be ergogenic for high-intensity exercise performances, although the role of carnosine in the control of muscle function is poorly understood. Therefore, the aim of this study was to investigate the effect of long-term
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