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472804

Millipore

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
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

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

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

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

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

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M Marquina et al.
The British journal of dermatology, 159(1), 68-76 (2008-05-15)
Pemphigus vulgaris (PV) is a blistering autoimmune disease characterized by IgG autoantibodies against desmoglein 3. Nitric oxide synthases (NOS) may contribute to the increase of inflammation in tissues by the generation of nitrotyrosine residues (NTR). To investigate whether the production

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