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2-Iminobiotin

Catalog No.
C3553
iNOS and nNOS inhibitor
Grouped product items
SizePriceStock Qty
50mg
$118.00
Ship with 5-10 days
100mg
$210.00
Ship with 5-10 days
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

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Background

2-Iminobiotin is a novel, potent, selective inhibitor of neuronal and inducible nitric oxide synthase.

Nitric oxide synthases (NOS) are a family of enzymes catalyzing the five-electron oxidation of L-arginine to citrulline and nitric oxide. NO produced by NOS is an important cellular signaling molecule implicated in modulating vascular tone, airway tone, insulin secretion, and peristalsis, angiogenesis and neural development [2].

In vitro: 2-Iminobiotin is a reversible inhibitor of murine iNOS and rat n-cNOS with the Ki values of 21.8 and 37.5 μM, respectively. The guanidino group of 2-iminobiotin is essential for binding. 2-iminobiotin carboxy derivatives were also inhibitors of iNOS which indicates that the free carboxyl group is not required for binding.

In vivo: A dose of 30 mg/kg per day of 2-iminobiotin after hypoxia-ischemia resulted in significant long-term neuro-protection [3]. 2-iminobiotin (2-IB) reduced hypoxia-ischemia (HI)-induced brain damage in neonatal rats. In P7 rat pups, 2-Iminobiotin treatment reduced long-term brain damage in female but not male rats [4].

References:
[1] Sup S J, Green B G, Grant S K.  2-Iminobiotin is an inhibitor of nitric oxide synthases[J]. Biochemical and biophysical research communications, 1994, 204(2): 962-968.
[2] Moncada S, Palmer R M L, Higgs E A.  Nitric oxide: physiology, pathophysiology, and pharmacology[J]. Pharmacological reviews, 1991, 43(2): 109-142.
[3] Tweel E R W, van Bel F, Kavelaars A, et al.  Long-term neuroprotection with 2-iminobiotin, an inhibitor of neuronal and inducible nitric oxide synthase, after cerebral hypoxia-ischemia in neonatal rats[J]. Journal of Cerebral Blood Flow & Metabolism, 2005, 25(1): 67-74.
[4] 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]. Journal of Cerebral Blood Flow & Metabolism, 2007, 27(2): 282-292.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt243.3
Cas No.13395-35-2
FormulaC10H17N3O2S
SynonymsGuanidinobiotin
SolubilitySoluble in DMSO
Chemical Name(3aR,6S,6aS)-2-amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazole-6-pentanoic acid
SDFDownload SDF
Canonical SMILES[H][C@](NC1=N)(CS[C@H]2CCCCC(O)=O)[C@@]2(N1)[H]
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Quality Control & MSDS

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Chemical structure

2-Iminobiotin