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M5171

Sigma-Aldrich

S-Methyl-L-thiocitrulline acetate salt

≥98% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C7H15N3O2S · C2H4O2
CAS Number:
174063-92-4
Molecular Weight:
265.33
MDL number:
MFCD00672722
UNSPSC Code:
12352200
PubChem Substance ID:
24278016
NACRES:
NA.32

Quality Level

200

assay

≥98% (TLC)

storage temp.

−20°C

SMILES string

CC(O)=O.CSC(=N)NCCC[C@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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBP2031V
BCBX0370
BCBJ9665V
BCBG1790V
BCBD5646V

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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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