L-thiocitrulline, DihydrochlorideAn inhibitor of NOS1, NOS2, and NOS3

L-thiocitrulline, Dihydrochloride (CAS 212051-53-1)

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Application: An inhibitor of NOS1, NOS2, and NOS3
CAS Number: 212051-53-1
Purity: ≥95%
Molecular Weight: 264.20
Molecular Formula: C6H13N3O2S•2HCl
* Refer to Certificate of Analysis for lot specific data (including water content).
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L-thiocitrulline, Dihydrochloride is a potent stereospecific inhibitor of all three isoforms of rat NOS (NOS1, NOS2, and NOS3) that has greater inhibitory activity on NOS1 (nNOS) (Ki = 60 nM) compared to NOS2 (iNOS) (Ki = 3.6 μM). L-thiocitrulline inhibition is competitive with respect to L-Arginine, a native substrate, which suggests that L-thiocitrulline preferentially occupies the L-Arginine binding site.


References

1. Frey, C., et al. 1994. J. Biol. Chem. 269: 26083-26091. PMID: 7523401
2. Narayanan, K., et al. 1994. J. Med. Chem. 37: 885-887. PMID: 7512141
3. Koeberle, P.D. and Ball, A.K. 1999. Exp. Neurol. 158: 366-381. PMID: 10415143

Physical State :
Solid
Solubility :
Soluble in DMSO (10 mg/m), methanol, water (0.5 mg/ml) at 25° C, ethanol, DMF, and PBS (pH 7.2) (~ 0.5 mg/ml).
Storage :
Store at 4° C
Melting Point :
297.46° C (Predicted)
Boiling Point :
~399.8° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.60 (Predicted)
IC50 :
aortic ring relaxation: IC50 = ~25 µM
Ki Data :
neuronal nitric oxide synthase (NOS1): Ki= 60 nM; inducibe isozyme (NOS2): Ki= 3.6 µM
pK Values :
pKa: 2.50, pKb: 16.06
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
2734085
MDL Number :
MFCD00935993
Beilstein Registry :
6844478
SMILES :
C(C[C@@H](C(=O)O)N)CNC(=S)N.Cl.Cl

Download SDS (MSDS)

Certificate of Analysis

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