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857328P

Avanti

18:1 Cyclic LPA

Name: 18:1 Cyclic LPA
Brand: AVANTI

Avanti Research^™ - A Croda Brand

Synonym(s):

1-(9Z-octadecenoyl)-sn-glycero-2,3-cyclic-phosphate (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₄₂NO₆P

CAS Number:

799268-72-7

Molecular Weight:

435.54

UNSPSC Code:

51191904

NACRES:

NA.25

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Properties

Product Name

18:1 Cyclic LPA, 1-oleoyl-sn-glycero-2,3-cyclic-phosphate (ammonium salt), powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857328P-1mg)

manufacturer/tradename

Avanti Research^™ - A Croda Brand 857328P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O=C(CCCCCCC/C=C\CCCCCCCC)OC[C@@H]1COP(O1)([O-])=O.[NH4+]

InChI

1S/C21H39O6P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(22)25-18-20-19-26-28(23,24)27-20;/h9-10,20H,2-8,11-19H2,1H3,(H,23,24);1H3/b10-9-;/t20-;/m1./s1

InChI key

BQDHONSGIYYBPK-JGSYTFBMSA-N

Description

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. 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.

Application

18:1 Cyclic LPA has been used for the preparation of liposomes. It has also been used for the extraction recovery of cyclic phosphatidic acid (cPA) at different pH conditions using Bligh−Dyer method.

Packaging

5 mL PTFE Vial with Screw Cap (857328P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

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