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472804

S-Methyl-L-thiocitrulline, Dihydrochloride

A cell-permeable inhibitor of nitric oxide synthase that exhibits about 17-fold greater selectivity for rat neuronal nitric oxide synthase (IC50 = 300 nM) compared to the endothelial enzyme (IC50 = 5.4 µM).

Synonym(s):

S-Methyl-L-thiocitrulline, Dihydrochloride, N δ-(S-Methyl)isothioureido-L-ornithine, Nδ-(S-Methyl)isothioureido-L-ornithine

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About This Item

Empirical Formula (Hill Notation):
C7H15N3O2S · 2HCl
CAS Number:
209589-59-3
Molecular Weight:
278.20
MDL number:
MFCD00270884
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic)
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Quality Segment

100

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic)

color

white to off-white

solubility

water: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

S(C)\C(=N/CCC[C@H]([N+H3])C(=O)[O-])\N

InChI

1S/C7H15N3O2S/c1-13-7(9)10-4-2-3-5(8)6(11)12/h5H,2-4,8H2,1H3,(H2,9,10)(H,11,12)/t5-/m0/s1

InChI key

NGVMVBQRKZPFLB-YFKPBYRVSA-N

General description

A cell-permeable inhibitor of nitric oxide synthase that exhibits about 17-fold greater selectivity for rat neuronal nitric oxide synthase (IC50 = 300 nM) compared to the endothelial enzyme (IC50 = 5.4 µM).
A cell-permeable, inhibitor of nitric oxide synthase that exhibits about 17-fold greater selectivity for rat neuronal nitric oxide synthase (IC50 = 300 nM) compared to the endothelial enzyme (IC50 = 5.4 µM).

Biochem/physiol Actions

Reversible: no
Target IC50: 300 nM for rat neuronal nitric oxide synthase
Cell permeable: yes
Primary Target
Rat neuronal nitric oxide synthase
Product does not compete with ATP.

Packaging

Packaged under inert gas

Other Notes

Krishnaswamy, N., et al. 1995. J. Biol. Chem.270, 11103.
Furfine, E.S., et al. 1994. J. Biol. Chem. 269, 26677.
Narayanan, K., and Griffith, O.W. 1994. J. Med. Chem.37, 885.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

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