A natural taurine metabolite
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Guanidinoethyl sulfonate

Item No. 17572

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(aminoiminomethyl)amino]-ethanesulfonic acid
CAS Number
543-18-0
Synonyms
  • NSC 667063
  • Taurocyamine
Molecular Formula
C3H9N3O3S
Formula Weight
167.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 1 mg/ml
SMILES
OS(CCNC(N)=N)(=O)=O
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)
InChi Key
JKLRIMRKZBSSED-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    500 mg

    $64

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    1 g

    $121

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    5 g

    $447

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    Product 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.1 Guanidinoethyl sulfonate competitively inhibits taurine uptake by sodium-dependent taurine transporters in rat hepatocytes (Ki = 1.75 mM).2 It also acts as a competitive glycine receptor antagonist in mouse striatal neurons.3 Plasma levels of guanidinoethyl sulfonate are significantly increased in patients with chronic renal failure.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Uda, K., Saishoji, N., Ichinari, S., et al. Origin and properties of cytoplasmic and mitochondrial isoforms of taurocyamine kinase. FEBS J. 272(14), 3521-3530 (2005).

    2. Ohkuma, S., Tamura, J.i., Kuriyama, K., et al. Characteristics of taurine transport in freshly isolated rat hepatocytes. Jpn. J. Pharmacol. 31(6), 1061-1070 (1981).

    3. Sergeeva, O.A., Chepkova, A.N., and Hass, H.L. Guanidinoethyl sulphonate is a glycine receptor antagonist in striatum. Br. J. Pharmacol. 137(6), 855-860 (2002).

    4. Tanaka, A., Takahashi, Y., Mizokuchi, M., et al. Plasma, urinary, and erythrocyte concentrations of guanidino compounds in patients with chronic renal failure. Ren Fail. 21(5), 499-514 (1999).