V900370
L-Carnosine
98%, Vetec™
Synonym(s):
β-Alanyl-L-histidine
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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%
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
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
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Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| V900370-25G | 04061833462164 |