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Homocarnosine

Names

[ CAS No. ]:
3650-73-5

[ Name ]:
Homocarnosine

[Synonym ]:
L-homocarnosine
<4-Amino-butyryl>-L-histidin,Homocarnosin
L-HOMOCARNOSINE FREE BASE

Biological Activity

[Description]:

Homocarnosine is a dipeptide of γ-aminobutyric acid (GABA) and histidine unique to brain. Homocarnosine is an inhibitory neuromodulator synthesized in the neuron from GABA and exhibiting anticonvulsant effects[1].Homocarnosine has antioxidant and anti-inflammatory actions, prevention of DNA damage, and inhibition of advanced glycation end-product formation[2].

[Related Catalog]:

Research Areas >> Inflammation/Immunology
Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor
Research Areas >> Neurological Disease
Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[Target]

Human Endogenous Metabolite


[In Vitro]

Homocarnosine, a dipeptide of γ-aminobutyric acid (GABA) and histidine, is an inhibitory neuromodulator synthesized in subclasses of GABAergic neurons[1].Homocarnosine is a potent alternative imidazole peptide for skeletal muscle based on its structural similarity to Carnosine. Homocarnosine is composed of γ-aminobutyric acid (GABA) and histidine and has a similar structure to Carnosine, with the only difference being an extra carbon atom in GABA compared to that in β-alanine of carnosine. Homocarnosine possesses greater tolerance to degradation by serum carnosinase relative to Carnosine. Homocarnosine is known to be exclusively present in brain and cerebrospinal fluid and acts as a neuroprotective agent in a broad range of disease conditions. Homocarnosine exerts antioxidant activity and prevent DNA oxidative damage to a similar extent as Carnosine[2].

[References]

[1]. O A Petroff, et al. Vigabatrin increases human brain homocarnosine and improves seizure control. Ann Neurol. 1998 Dec;44(6):948-52.

[2]. Thanutchaporn Kumrungsee, et al. Dietary GABA induces endogenous synthesis of a novel imidazole peptide homocarnosine in mouse skeletal muscles. Amino Acids. 2020 May;52(5):743-753.

Chemical & Physical Properties

[ Boiling Point ]:
646.9ºC at 760mmHg

[ Molecular Formula ]:
C10H16N4O3

[ Molecular Weight ]:
240.25900

[ Flash Point ]:
345.1ºC

[ Exact Mass ]:
240.12200

[ PSA ]:
121.10000

[ LogP ]:
0.35170

[ Index of Refraction ]:
1.579

Safety Information

[ WGK Germany ]:
3

[ HS Code ]:
2933290090

Customs

[ HS Code ]: 2933290090

[ Summary ]:
2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%


Related Compounds

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