857235 | (2S)-OMPT

1-oleoyl-2-methyl-sn-glycero-3-phosphothionate (ammonium salt)

(2S)-OMPT

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(2S)-OMPT

1-oleoyl-2-methyl-sn-glycero-3-phosphothionate (ammonium salt)

OMPT is a selective agonist of the LPA3 receptor. It exhibits EC50 values of 68 nM and >6.8 µM for calcium mobilization in LPA3 and LPA2-expressing Sf9 cells, respectively.1 The (2S)-OMPT enantiomer is 5- to 20-fold more active than (2R)-OMPT in calcium release assays in both LPA3-transfected Sf9 and rat hepatoma Rh7777 cells.2
1. Hasegawa, Y., Erickson, J.R., Goddard, G.J., Yu, S., Liu, S., Cheng, K.W., Eder, A., Bandoh, K., Aoki, J., Jarosz, R., Schrier, A.D., Lynch, K.R., Mills, G.B., Fang, X. (2003) Identification of a phosphothionate analogue of lysophosphatidic acid (LPA) as a selective agonist of the LPA3 receptor. J Biol Chem 278:11962-11969.
2. Qian, L., Xu, Y., Hasegawa, Y., Aoki, J., Mills, G.B., Prestwich, G.D. (2003) Enantioselective responses to a phosphorothioate analogue of lysophosphatidic acid with LPA3 receptor-selective agonist activity. J Med Chem 46:5575-5578.
Data
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C22H46NO6PS
Percent Composition

C 54.64%, H 9.59%, N 2.90%, O 19.85%, P 6.40%, S 6.63%

Purity
>99%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
645408-61-3
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
483.64
Exact Mass
483.28
Synonyms
(2S)-1-(9Z-octadecenoyl)-2-O-methyl-glycero-3-phosphothionate (ammonium salt)
References

Takahashi K, Jeong D, Wang S, Narita M, Jin X, Iwasaki M, Perli SD, Conklin BR, Yamanaka S. Critical Roles of Translation Initiation and RNA Uridylation in Endogenous Retroviral Expression and Neural Differentiation in Pluripotent Stem Cells. Cell Rep. 2020 Jun 2;31(9):107715. doi: 10.1016/j.celrep.2020.107715. PMID: 32492424.

PubMed ID: 32492424

Hasegawa, Y., Erickson, J.R., Goddard, G.J., Yu, S., Liu, S., Cheng, K.W., Eder, A., Bandoh, K., Aoki, J., Jarosz, R., Schrier, A.D., Lynch, K.R., Mills, G.B., Fang, X. (2003)Identification of a phosphothionate analogue of lysophosphatidic acid (LPA) as a selective agonist of the LPA3 receptor. J Biol Chem 278:11962-11969.

PubMed ID: 12554733

Qian, L., Xu, Y., Hasegawa, Y., Aoki, J., Mills, G.B., Prestwich, G.D. (2003)Enantioselective responses to a phosphorothioate analogue of lysophosphatidic acid with LPA3 receptor-selective agonist activity. J Med Chem 46:5575-5578.

PubMed ID: 14667211
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