Skip to Content
Merck
CN

857324P

Avanti

17:0 Cyclic LPA

Avanti Research™ - A Croda Brand

Synonym(s):

1-heptadecanoyl-glycero-2,3-cyclic-phosphate (ammonium salt)

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C20H42NO6P
CAS Number:
2260669-82-5
Molecular Weight:
423.52
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

17:0 Cyclic LPA, Avanti Research™ - A Croda Brand 857324P, powder

InChI

1S/C20H39O6P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(21)24-17-19-18-25-27(22,23)26-19;/h19H,2-18H2,1H3,(H,22,23);1H3/t19-;/m1./s1

InChI key

QQOXNBRKDUFLHW-FSRHSHDFSA-N

SMILES string

O=P1([O-])O[C@H](COC(CCCCCCCCCCCCCCCC)=O)CO1.[NH4+]

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857324P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857324P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

General description

Cyclic phosphatidic acid (cPA) is a naturally occurring analog of the growth factor-like phospholipid mediator, lysophosphatidic acid (LPA). The sn-2 hydroxy group of CPA forms a 5-membered ring with the sn-3 phosphate.

Application

17:0 Cyclic LPA or 1-heptadecanoyl-glycero-2,3-cyclic-phosphate (ammonium salt) has been used as an internal standard for the quantification of cyclic lysophosphatidic acid (LPA) esters in proton samples using reversed-phase ultra-performance liquid chromatography-tandem mass spectrometer (UPLC-MS/MS).

Biochem/physiol Actions

cPA affects numerous cellular functions, including anti-mitogenic regulation of the cell cycle, induction of stress fiber formation, inhibition of tumor cell invasion and metastasis, and regulation of differentiation and survival of neuronal cells.
Interestingly, many of these cellular responses caused by cPA oppose those of LPA despite the activation of apparently overlapping receptor populations.

Packaging

5 mL Amber Glass Screw Cap Vial (857324P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

flash_point_f

No data available

flash_point_c

No data available

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

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

Visit the Document Library

Standardization and Quantification of Lysophosphatidic Acid Compounds by Normal-Phase and Reversed-Phase Chromatography-Tandem Mass Spectrometry
Moore JD, et al.
Lysophospholipid Receptors: Signaling and Biochemistry, 137-137 (2013)
Standardization and Quantification of Lysophosphatidic Acid Compounds by Normal-Phase and Reversed-Phase Chromatography-Tandem Mass Spectrometry
Moore JD, et al.
Lysophospholipid Receptors: Signaling and Biochemistry, 137-137 (2013)
Standardization and Quantification of Lysophosphatidic Acid Compounds by Normal-Phase and Reversed-Phase Chromatography-Tandem Mass Spectrometry
Moore JD, et al.
Lysophospholipid Receptors: Signaling and Biochemistry, 137-137 (2013)
Cyclic phosphatidic acid elicits neurotrophin-like actions in embryonic hippocampal neurons.
Fujiwara Y, et al.
Journal of Neurochemistry, 87, 1272-1283 (2003)
Inhibition of tumor invasion and metastasis by a novel lysophosphatidic acid (cyclic LPA).
Mukai M, et al.
International Journal of Cancer. Journal International Du Cancer, 81, 918-922 (1999)
View All Related Papers

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