A creatine analog
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Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

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Product Type

Cyclocreatine

Item No. 20649

Technical Information
Formal Name
2-amino-4,5-dihydro-1H-imidazole-1-acetic acid
CAS Number
35404-50-3
Synonyms
  • AM 285
  • 1-Carboxymethyl-2-iminoimidazolidine
Molecular Formula
C5H9N3O2
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 2 mg/mL
SMILES
NC1=NCCN1CC(O)=O
InChi Code
InChI=1S/C5H9N3O2/c6-5-7-1-2-8(5)3-4(9)10/h1-3H2,(H2,6,7)(H,9,10)
InChi Key
AMHZIUVRYRVYBA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cyclocreatine is a planar creatine analog that can passively transit across membranes, including the blood brain barrier, and is phosphorylated and dephosphoryated by mitochondrial and cytosolic creatine kinase.1,2 Cyclocreatine can function as a phosphagen in mouse brain in vivo and has been used to reverse cognitive deficits in Slc6a8-/y mice that lack a functional creatine transporter.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. McLaughlin, A.C., and Cohn, M. Specificity of creatine kinase for guanidino substrates. Kinetic and proton nuclear magnetic relaxation rate studies. The Journal of Biological Chemisty 247(13), 4382-4388 (1972).

    2. Boehm, E.A., Radda, G.K., Tomlin, H., et alThe utilisation of creatine and its analogues by cytosolic and mitochondrial creatine kinase. Biochim. Biophys. Acta 1274(3), 119-128 (1996).

    3. Kurosawa, Y., DeGrauw, T.J., Lindquist, D.M., et alCyclocreatine treatment improves cognition in mice with creatine transporter deficiency. J. Clin. Invest. 122(8), 2837-2846 (2012).