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Merck
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SML3499

Sigma-Aldrich

LM10

≥98% (HPLC)

Sinónimos:

(E)-3-(2-(1H-tetrazol-5-yl)vinyl)-6-fluoro-1H-indole, 6-Fluoro-3-[(1E)-2-(2H-tetrazol-5-yl)ethenyl]-1H-indole, LM 10, trans-6-Fluoro-3-(2-(1H-tetrazol-5-yl)vinyl)-1H-indole

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About This Item

Fórmula empírica (notación de Hill):
C11H8FN5
Número de CAS:
1316695-35-8
Peso molecular:
229.21
MDL number:
MFCD26097257
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

FC1=CC2=C(C=C1)C(/C=C/C3=NN=NN3)=CN2

InChI

1S/C11H8FN5/c12-8-2-3-9-7(6-13-10(9)5-8)1-4-11-14-16-17-15-11/h1-6,13H,(H,14,15,16,17)/b4-1+

InChI key

JDBSZVDIUIRSDG-DAFODLJHSA-N

Biochem/physiol Actions

LM10 is an orally available, aqueous soluble, potent, selective and non-toxic tryptophan 2,3-dioxygenase (TDO) inhibitor. LM10 diminishes tryptophan degradation and effectively prevents the growth of TDO-expressing P815 tumor cells by reversing immune resistance in immune competent but not in immunodeficient mice (at a dose of 4 mg/day, 1 mg/ml in water, pH 9.0). LM10 suppresses autoimmune reactions induced by mouse hepatitis virus in mice.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Luc Pilotte et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(7), 2497-2502 (2012-02-07)
Tryptophan catabolism mediated by indoleamine 2,3-dioxygenase (IDO1) is an important mechanism of peripheral immune tolerance contributing to tumoral immune resistance, and IDO1 inhibition is an active area of drug development. Tryptophan 2,3-dioxygenase (TDO) is an unrelated hepatic enzyme that also
Abdulla A-B Badawy
Medical hypotheses, 131, 109314-109314 (2019-08-25)
Metabolic targeting of liver 5-aminolevulinate synthase (5-ALAS) by inhibition of heme utilisation by tryptophan (Trp) 2,3-dioxygenase (TDO) or the use of tryptophan is proposed as a therapy of acute hepatic porphyrias. 5-ALAS, the rate-limiting enzyme of heme biosynthesis, is under
Maite Duhalde Vega et al.
Immunology letters, 217, 25-30 (2019-11-15)
In a previous work we demonstrated that inhibition of mouse indoleamine 2,3-dioxygenase (IDO) by methyltryptophan (MT) exacerbated the pathological actions of mouse hepatitis virus (MHV-A59) infection, suggesting that tryptophan (TRP) catabolism was involved in viral effects. Since there is a

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