L-Cysteinesulfinic acid

Names

[ Name ]:
L-Cysteinesulfinic acid

[Synonym ]:
L-cysteine sulfinic acid
2-amino-3-sulfino-propanoic acid
L-cysteine sulphinic acid
EINECS 214-228-5
3-sulphino-L-alanine
cysteinsulphinic acid
3-Sulfinoalanine
L-CYSTEINESULFINIC ACID 1-HYDRATE
m-Chlorophenylbiguanide hydrochloride
2-amino-3-sulfino-propionic acid
Cysteine sulphinic acid
L-Cysteinesulfinic acid
MFCD00044889

Biological Activity

[Description]:

L-Cysteinesulfinic acid is a potent agonist at several rat metabotropic glutamate receptors (mGluRs) with pEC50s of 3.92±0.03, 4.6±0.2, 3.9±0.2, 2.7±0.2, 4.0±0.2, and 3.94±0.08 for mGluR1, mGluR5, mGluR2, mGluR4, mGluR6, and mGluR8, respectively.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> mGluR

Research Areas >> Neurological Disease

[Target]

Human Endogenous Metabolite

[In Vitro]

L-Cysteinesulfinic acid is an endogenous agonist of a metabotropic receptor coupled to stimulation of phospholipase D (PLD) activity. L-CSA is an endogenous agonist of the PLD-coupled metabotropic excitatory amino acids (EAA) receptor. L-CSA selectively activates the PLD-coupled receptor. 1 mM L-CSA induces a significant increase in PLD activity in hippocampal slices, whereas 1 mM concentrations of L-glutamate, L-aspartate, and L-HCA are without effect. L-CSA elicits a dose-dependent increase in PLD activity in rat hippocampal slices in the presence of iGluR antagonists, with an approximate EC50 of 500 uM. The PLD response induced by 1 mM L-CSA is not significantly decreased in the presence of 1 uM tetrodotoxin, suggesting that this response is not dependent upon L-CSA-induced increasesin cell firing[1].

[References]

[1]. Shi Q, et al. L-homocysteine sulfinic acid and other acidic homocysteine derivatives are potent and selective metabotropic glutamate receptor agonists. J Pharmacol Exp Ther. 2003 Apr;305(1):131-42.

[2]. Boss V, et al. L-cysteine sulfinic acid as an endogenous agonist of a novel metabotropic receptor coupled to stimulation of phospholipase D activity.

Chemical & Physical Properties

[ Density]:
1.828g/cm3

[ Boiling Point ]:
492.8ºC at 760mmHg

[ Melting Point ]:
>130°C (dec.) (lit.)

[ Molecular Formula ]:
C₃H₇NO₄S

[ Molecular Weight ]:
153.16

[ Flash Point ]:
251.8ºC

[ Exact Mass ]:
153.01000

[ PSA ]:
119.83000

[ LogP ]:
0.18600

[ Vapour Pressure ]:
4.68E-11mmHg at 25°C

[ Index of Refraction ]:
1.673

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ HS Code ]:
2930909090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2930909090

[ Summary ]:
2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%