GUANIDINOETHYL SULFONATE Chemical Properties

Melting point:

263-265°C

Density 

1.73±0.1 g/cm3(Predicted)

storage temp. 

Refrigerator

solubility 

DMSO (Very Slightly, Heated), Methanol (Very Slightly, Heated), Water (Heated)

form 

Solid

pka

1.31±0.50(Predicted)

color 

White to Off-White

CAS DataBase Reference

543-18-0

Safety Information

Risk Statements 

34

Safety Statements 

26-36/37/39

RIDADR 

3261

HS Code 

2927000090

GUANIDINOETHYL SULFONATE Usage And Synthesis

Description

Guanidinoethyl sulfonate, also known as taurocyamine, is a natural guanidine-taurine analog derived from taurine. It is an intermediate of taurine and hypotaurine metabolism and is phosphorylated by taurocyamine kinase. Guanidinoethyl sulfonate competitively inhibits taurine uptake by sodium-dependent taurine transporters in rat hepatocytes (K_i = 1.75 mM). It also acts as a competitive glycine receptor antagonist in mouse striatal neurons. Plasma levels of guanidinoethyl sulfonate are significantly increased in patients with chronic renal failure.

Chemical Properties

White Solid

Uses

A potent inhibitor of taurine transport.

Definition

ChEBI: Zwitterionic form of taurocyamine arising from transfer of a proton from the sulfo to the guanidino group; major species at pH 7.3.

in vitro

guanidinoethyl sulphonate was found to be an analogue of taurine and an inhibitor of taurine transport. guanidinoethyl sulphonate was also shown to be a weak agonist at gaba(a) receptors, and was able to antagonize gaba-evoked responses. guanidinoethyl sulphonate did not gate glyr. 3. but antagonized glycine responses in a concentration-dependent and surmountable manner. glycine receptor-mediated taurine responses were competitively antagonized by guanidinoethyl sulphonate. taurine dose-response curves, in contrast to the glycine dose-response curves were shifted by guanidinoethyl sulphonate to the right in a parallel manner [1].

in vivo

guanidinoethyl sulphonate delivered in the drinking water of rats for 1 month could effectively reduce taurine levels in brain structures and outside the brain by between 50 and 80 %, depending on the tissue. this partial taurine depletion could not affect either basal synaptic transmission or the late phase of long-term potentiation in hippocampal slices. in-vivo microdialysis studies in the hippocampus demonstrated that guanidinoethyl sulphonate was able to reduce extracellular taurine levels and the magnitude of taurine released in response to the application of either n-methyl-d-aspartate or a hypoosmotic solution [2].

References

[1] sergeeva, o. a.,chepkova, a.n., and hass, h.l. guanidinoethyl sulphonate is a glycine receptor antagonist in striatum. british journal of pharmacology 137, 855-860 (2002).
[2] suárez lm, muoz md, gonzález jc, bustamante j, del río rm, solís jm. the taurine transporter substrate guanidinoethyl sulfonate mimics the action of taurine on long-term synaptic potentiation. amino acids. 2016 nov;48(11):2647-2656. epub 2016 jul 15.

GUANIDINOETHYL SULFONATE(543-18-0)Related Product Information

• Sodium citrate
• L-carnitine
• Taurine
• Nicotinamide
• Folic acid
• Calcium carbonate
• NETOBIMIN
• gonyautoxin II
• GUANIDINOETHYL SULFONATE