M5171

Sigma-Aldrich

S-Methyl-L-thiocitrulline acetate salt

≥98% (TLC)

Empirical Formula (Hill Notation):
C7H15N3O2S · C2H4O2
CAS Number:
Molecular Weight:
265.33
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

assay

≥98% (TLC)

storage temp.

−20°C

SMILES string

CC(O)=O.CSC(=N)NCCCC@H(N)C(O)=O

InChI

1S/C7H15N3O2S.C2H4O2/c1-13-7(9)10-4-2-3-5(8)6(11)12;1-2(3)4/h5H,2-4,8H2,1H3,(H2,9,10)(H,11,12);1H3,(H,3,4)/t5-;/m0./s1

InChI key

XUKPZPRDNPUAJY-JEDNCBNOSA-N

Gene Information

human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

Biochem/physiol Actions

Potent inhibitor of inducible nitric oxide synthase with preference for constitutive (neuronal) over inducible (endothelial) NOS.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
K Narayanan et al.
Journal of medicinal chemistry, 37(7), 885-887 (1994-04-01)
Nitric oxide synthase catalyzes the NADPH- and O2-dependent conversion of L-arginine to L-citrulline and nitric oxide. L-Thiocitrulline, L-homothiocitrulline, and S-methyl-L-thiocitrulline, novel citrulline analogs, have been synthesized and are shown to be potent inhibitors of both the constitutive brain and the...

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