Guanidinoethyl sulfonate (Taurocyamine), a taurine transport antagonist, induces large urinary taurine excretion in pregnant rats, leading to a decrease in tissue taurine content and predisposing to the development of taurine-deficient fetal rats. Guanidinoethyl sulfonate is a structural analog of taurine that works as a competitive inhibitor of taurine transport.

Physicochemical Properties

Molecular Formula	C3H9N3O3S
Molecular Weight	167.18686
Exact Mass	167.036
CAS #	543-18-0
PubChem CID	68340
Appearance	White to off-white solid powder
Density	1.73g/cm3
Melting Point	263-265ºC
Index of Refraction	1.618
LogP	0.629
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Heavy Atom Count	10
Complexity	210
Defined Atom Stereocenter Count	0
SMILES	C(CS(=O)(=O)O)NC(=N)N
InChi Key	JKLRIMRKZBSSED-UHFFFAOYSA-N
InChi Code	InChI=1S/C3H9N3O3S/c4-3(5)6-1-2-10(7,8)9/h1-2H2,(H4,4,5,6)(H,7,8,9)
Chemical Name	2-(diaminomethylideneamino)ethanesulfonic acid
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References	[1]. Effect of guanidinoethyl sulfonate on taurine concentrations and fetal growth in pregnant rats. Biol Neonate. 1987;51(4):234-40. [2]. The taurine transporter substrate guanidinoethyl sulfonate mimics the action of taurine on long-term synaptic potentiation. Amino Acids. 2016 Nov;48(11):2647-2656.
Additional Infomation	Taurocyamine is the N-amidino derivative of taurine. It is a member of guanidines and an organosulfonic acid. It is functionally related to a taurine. It is a tautomer of a taurocyamine zwitterion.

Solubility Data

Solubility (In Vitro)	H2O : ~50 mg/mL (~299.06 mM)
Solubility (In Vivo)	Solubility in Formulation 1: 25 mg/mL (149.53 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	5.9812 mL	29.9061 mL	59.8122 mL
	5 mM	1.1962 mL	5.9812 mL	11.9624 mL
	10 mM	0.5981 mL	2.9906 mL	5.9812 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.