A reversible inhibitor of iNOS and nNOS
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Alternative(s)
389192-Iminobiotin (hydrobromide)
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2-Iminobiotin

Item No. 20812

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3aR,6S,6aS)-2-amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazole-6-pentanoic acid
CAS Number
13395-35-2
Synonyms
  • Guanidinobiotin
Molecular Formula
C10H17N3O2S
Formula Weight
243.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
SMILES
[H][C@](NC1=N)(CS[C@H]2CCCCC(O)=O)[C@@]2(N1)[H]
InChi Code
InChI=1S/C10H17N3O2S/c11-10-12-6-5-16-7(9(6)13-10)3-1-2-4-8(14)15/h6-7,9H,1-5H2,(H,14,15)(H3,11,12,13)/t6-,7-,9-/m0/s1
InChi Key
WWVANQJRLPIHNS-ZKWXMUAHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 mg

    $36

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    50 mg

    $86

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    100 mg

    $153

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    Product Description

    2-Iminobiotin is a cyclic guanidino analog of biotin that acts as a reversible inhibitor of inducible nitric oxide synthase (iNOS) and neuronal NOS (nNOS; Kis = 21.8 and 37.5 µM for mouse iNOS and rat nNOS, respectively).1 It also provides sex-specific neuroprotection against hypoxia-ischemia in neonatal rats by an NO-independent mechanism.2 2-Iminobiotin has also been used to capture membrane-bound proteins through biotin-avidin interactions.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sup, S.J., Green, B.G., and Grant, S.K. 2-Iminobiotin is an inhibitor of nitric oxide synthases. Biochem. Biophys. Res. Commun. 204(2), (1994).

    2. Nijboer, C.H.A., Groenendaal, F., Kavelaars, A., et al. Gender-specific neuroprotection by 2-iminobiotin after hypoxia-ischemia in the neonatal rat via a nitric oxide independent pathway. J. Cereb. Blood Flow Metab. 27(2), 282-292 (2007).

    3. Orr, G.A. The use of the 2-iminobiotin-avidin interaction for the selective retrieval of labeled plasma membrane components. The Journal of Biological Chemisty 256(2), 761-766 (1981).