Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

SML3499

Sigma-Aldrich

LM10

≥98% (HPLC)

Synonym(s):

(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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C11H8FN5
CAS Number:
1316695-35-8
Molecular Weight:
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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service