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3650-73-5

3650-73-5 structure
3650-73-5 structure
  • Name: Homocarnosine
  • Chemical Name: .γ.-Aminobutyryl-L-histidine
  • CAS Number: 3650-73-5
  • Molecular Formula: C10H16N4O3
  • Molecular Weight: 240.25900
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel GABA Receptor
  • Create Date: 2018-06-18 00:48:22
  • Modify Date: 2024-01-10 13:40:40
  • 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].

Name .γ.-Aminobutyryl-L-histidine
Synonyms L-homocarnosine
<4-Amino-butyryl>-L-histidin,Homocarnosin
L-HOMOCARNOSINE FREE BASE
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
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.

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
WGK Germany 3
HS Code 2933290090
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%