1-Arachidonoyl-2-hydroxy-sn-glycero-3-PA sodium  (Synonyms: 1-Arachidonoyl-sn-glycerol 3-phosphate sodium; 1-Arachidonoyl LPA sodium; LPA (20:4) sodium)

1-Arachidonoyl-2-hydroxy-sn-glycero-3-PA (sodium) (1-Arachidonoyl-sn-glycerol 3-phosphate (sodium)) is a phospholipid with arachifonic acid at the sn-1 position. 1-Arachidonoyl-2-hydroxy-sn-glycero-3-PA (sodium) binds to the LPA₂/EDG4 receptor (EC₅₀ of 10 nM). 1-Arachidonoyl-2-hydroxy-sn-glycero-3-PA (sodium) can be found in rat brain as 37% of the arachidoinic acid-containing lysophosphatidic acid species. 1-Arachidonoyl-2-hydroxy-sn-glycero-3-PA (sodium) is the precursor to 1-arachidonoyl glycerol. 1-Arachidonoyl-2-hydroxy-sn-glycero-3-PA (sodium) can prevent TNF-α and IL-6 secretion in wild type LPS-stimulated dendritic cells. 1-Arachidonoyl-2-hydroxy-sn-glycero-3-PA (sodium) reduces differentiation of HT-29 colon carcinoma cells into goblet cells when sodium butyrate is present^[1][2][3][4].

480.51

C₂₃H₃₈NaO₇P

O[C@H](COC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COP(O)(O[Na])=O

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Nakane, S., (2002). 2-Arachidonoyl-sn-glycero-3-phosphate, an arachidonic acid-containing lysophosphatidic acid: occurrence and rapid enzymatic conversion to 2-arachidonoyl-sn-glycerol, a cannabinoid receptor ligand, in rat brain. Archives of biochemistry and biophysics, 402(1), 51–58.  [Content Brief]

  [2]. Bandoh, K., et al., (2000). Lysophosphatidic acid (LPA) receptors of the EDG family are differentially activated by LPA species. Structure-activity relationship of cloned LPA receptors. FEBS letters, 478(1-2), 159–165.  [Content Brief]

  [3]. Emo, J., et al., (2012). Lpa2 is a negative regulator of both dendritic cell activation and murine models of allergic lung inflammation. Journal of immunology (Baltimore, Md. : 1950), 188(8), 3784–3790.  [Content Brief]

  [4]. Hidaka, M., et al., (2018). Three lysophosphatidic acids with a distinct long chain moiety differently affect cell differentiation of human colon epithelial cells to goblet cells. Life sciences, 197, 73–79.  [Content Brief]