A dipeptide
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Homocarnosine

Item No. 33695

Technical Information
Formal Name
N-(4-amino-1-oxobutyl)-L-histidine
CAS Number
3650-73-5
Synonyms
  • γ-Aminobutyrylhistidine
  • γ-Aminobutyryl-L-histidine
  • NSC 92522
Molecular Formula
C10H16N4O3
Formula Weight
Purity
≥95%
A solid
DMF: 30 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC([C@H](CC1=CN=CN1)NC(CCCN)=O)=O
InChi Code
InChI=1S/C10H16N4O3/c11-3-1-2-9(15)14-8(10(16)17)4-7-5-12-6-13-7/h5-6,8H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)/t8-/m0/s1
InChi Key
CCLQKVKJOGVQLU-QMMMGPOBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Homocarnosine is a dipeptide composed of GABA and L-histidine that has been found in cerebrospinal fluid and the brain.1 It inhibits lipid peroxidation induced by AAPH (Item No. 82235) when used at a concentration of 10 mM.2 Homocarnosine (1 mM) decreases lactate dehydrogenase (LDH) and prostaglandin E2 (PGE2; Item No. 14010) release from PC12 cells in an in vitro model of ischemia induced by oxygen-glucose deprivation.3 It reduces infarct area and neurological deficit scores in a rat model of cerebral ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO).4 Homocarnosine (5 mg/animal) reduces mortality in a mouse model of subcutaneous S. aureus infection.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Crush, K.G. Carnosine and related substances in animal tissues. Comp. Biochem. Physiol. 34(1), 3-30 (1970).

    2. Kohen, R., Yamamoto, Y., Cundy, K.C., et alAntioxidant activity of carnosine, homocarnosine, and anserine present in muscle and brain. Proc. Natl. Acad. Sci. USA 85(9), 3175-3179 (1988).

    3. Tabakman, R., Lazarovici, P., and Kohen, R. Neuroprotective effects of carnosine and homocarnosine on pheochromocytoma PC12 cells exposed to ischemia. J. Neurosci. Res. 68(4), 463-469 (2002).

    4. Huang, J., Wang, T., Yu, D., et alL-Homocarnosine attenuates inflammation in cerebral ischemia-reperfusion injury through inhibition of nod-like receptor protein 3 inflammasome. Int. J. Biol. Macromol. 118(Pt A), 357-364 (2018).

    5. Mukkada, A.J., Nutini, L.G., and Cook, E.S. Prophylactic effects of γ-aminobutyrylhistidine (homocarnosine) on experimental staphylococcal infections in mice. Appl. Microbiol. 18(4), 641-645 (1969).