Homocarnosine

Modify Date: 2024-01-10 13:40:40

Homocarnosine Structure
Homocarnosine structure
Common Name Homocarnosine
CAS Number 3650-73-5 Molecular Weight 240.25900
Density N/A Boiling Point 646.9ºC at 760mmHg
Molecular Formula C10H16N4O3 Melting Point N/A
MSDS N/A Flash Point 345.1ºC

 Use of Homocarnosine


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].

 Names

Name .γ.-Aminobutyryl-L-histidine
Synonym More Synonyms

 Homocarnosine 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
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%

 Synonyms

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