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L7635

Sigma-Aldrich

L-α-Lysophosphatidylinositol sodium salt from Glycine max (soybean)

≥96%

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Synonym(s):
1-Acyl-sn-glycero-3-phospho-(1-D-myo-inositol)
MDL number:
MFCD00131447
UNSPSC Code:
51191904
NACRES:
NA.25

biological source

soybean

Quality Level

200

Assay

≥96%

form

powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

Related Categories

Application

L-α-Lysophosphatidylinositol sodium salt from Glycine max (soybean) has been used as an agonist of G protein-coupled receptor 55 (GPR55).

Biochem/physiol Actions

L-α-Lysophosphatidylinositols (LPI) functions as an endogenous ligand for putative cannabinoid receptor and G protein-coupled receptor 55 (GPR55). LPI plays a regulatory role in cell proliferation, migration and function. Increased circulatory levels of LPI has been observed in the obese patients. In addition, overexpression of LPI leads to the development of various types of cancers including ovarian and breast cancer. LPI can be used as a potential diagnostic and prognostic biomarker for ovarian cancer.
L-α-Lysophosphatidylinositols from Glycine max (soybean) are enriched with stearate and palmitate. Soybean Lysophosphatidylinositols may be compared with other lysophosphatidylinositol for biological activities which depend upon the identity of the acylated fatty acid.

Quality

Contains primarily palmitic and stearic acids.

Preparation Note

Prepared by the action of phospholipase A on L-α-phosphatidylinositol.

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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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is the molecular weight of L-α-Lysophosphatidylinositol sodium salt from Glycine max, Product L7635?

    We have calculated a value of 605.1, based on the structure of phosphatidyl-1-inositol and the assumption that the main fatty acids present as part of the structure are C16:0 (58%) and C18:0 and C18:2 (42%).

  4. What fatty acid groups does L-α-Lysophosphatidylinositol sodium salt from Glycine max, Product L7635, contain?

    The main fatty acid group is palmitic acid.  The next most abundant fatty acid groups tend to be stearic acid and linolenic acid, and then oleic acid and linoleic acid.

  5. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  6. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

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The endocannabinoids anandamide and virodhamine modulate the activity of the candidate cannabinoid receptor GPR55
Sharir H, et al.
Journal of Neuroimmune Pharmacology, 7(4), 856-865 (2012)
The L-alpha-lysophosphatidylinositol/GPR55 system and its potential role in human obesity
Moreno-Navarrete J, et al.
Diabetes, 61(2), 281-291 (2012)
A role for L-alpha-lysophosphatidylinositol and GPR55 in the modulation of migration, orientation and polarization of human breast cancer cells
Ford LA, et al.
British Journal of Pharmacology, 160(3), 762-771 (2010)
Lysophosphatidylinositol signalling: New wine from an old bottle.
Pi?eiro R, Falasca M.
Biochimica et Biophysica Acta, 182, 694-705 (2012)
José María Moreno-Navarrete et al.
Diabetes, 61(2), 281-291 (2011-12-20)
GPR55 is a putative cannabinoid receptor, and l-α-lysophosphatidylinositol (LPI) is its only known endogenous ligand. We investigated 1) whether GPR55 is expressed in fat and liver; 2) the correlation of both GPR55 and LPI with several metabolic parameters; and 3)
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