CAS 3650-73-5|Homocarnosine

Introduction:Basic information about CAS 3650-73-5|Homocarnosine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameHomocarnosine
CAS Number3650-73-5Molecular Weight240.25900
Density/Boiling Point646.9ºC at 760mmHg
Molecular FormulaC10H16N4O3Melting Point/
MSDS/Flash Point345.1ºC

Names

Name.γ.-Aminobutyryl-L-histidine
SynonymMore Synonyms

Homocarnosine BiologicalActivity

DescriptionHomocarnosine 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 CatalogResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Membrane Transporter/Ion Channel >>GABA ReceptorResearch Areas >>Neurological DiseaseSignaling Pathways >>Neuronal Signaling >>GABA Receptor
Target

Human Endogenous Metabolite

In VitroHomocarnosine, 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 Point646.9ºC at 760mmHg
Molecular FormulaC10H16N4O3
Molecular Weight240.25900
Flash Point345.1ºC
Exact Mass240.12200
PSA121.10000
LogP0.35170
Index of Refraction1.579
InChIKeyCCLQKVKJOGVQLU-QMMMGPOBSA-N
SMILESNCCCC(=O)NC(Cc1cnc[nH]1)C(=O)O

Safety Information

WGK Germany3
HS Code2933290090

Customs

HS Code2933290090
Summary2933290090. 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%

Synonyms

L-homocarnosine
<4-Amino-butyryl>-L-histidin,Homocarnosin
L-HOMOCARNOSINE FREE BASE
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