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L7635

Sigma-Aldrich

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

≥96%

Synonym(s):

1-Acyl-sn-glycero-3-phospho-(1-D-myo-inositol)

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About This Item

MDL number:
UNSPSC Code:
51191904
NACRES:
NA.25
Pricing and availability is not currently available.

biological source

soybean

Quality Level

Assay

≥96%

form

powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

Application

L-α-Lysophosphatidylinositol sodium salt from Glycine max (soybean) has been used as an agonist of G protein-coupled receptor 55 (GPR55).[1]

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.[2] Increased circulatory levels of LPI has been observed in the obese patients.[3] 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.[4]
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
A novel biological role for the phospholipid lysophosphatidylinositol in nociceptive sensitization via activation of diverse G-protein signaling pathways in sensory nerves in vivo
Gangadharan V, et al.
Pain, 154(12) (2013)
Lysophosphatidylinositol signalling: New wine from an old bottle.
Pi?eiro R, Falasca M.
Biochimica et Biophysica Acta, 182, 694-705 (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)
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)

Questions

1–3 of 3 Questions  
  1. What is the molecular weight of L-α-Lysophosphatidylinositol sodium salt from Glycine max, Product L7635?

    1 answer
    1. 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%).

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

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

    1 answer
    1. 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.

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