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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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Liliana M Sanmarco et al.
Nature, 611(7937), 801-809 (2022-10-21)
Genome-wide association studies have identified risk loci linked to inflammatory bowel disease (IBD)1-a complex chronic inflammatory disorder of the gastrointestinal tract. The increasing prevalence of IBD in industrialized countries and the augmented disease risk observed in migrants who move into

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