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Merck
CN

840035P

Avanti

18:1 PS (DOPS)

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine (sodium salt); DOPS; PS(18:1(9Z)/18:1(9Z))

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About This Item

Empirical Formula (Hill Notation):
C42H77NO10PNa
CAS Number:
90693-88-2
Molecular Weight:
810.03
NACRES:
NA.25
UNSPSC Code:
51191904

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Product Name

18:1 PS (DOPS), Avanti Research™ - A Croda Brand

InChI

1S/C42H78NO10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h17-20,38-39H,3-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49);/q;+1/p-1/b19-17-,20-18-;/t38-,39+;/m1./s1

InChI key

KPHZNDUWYZIXFY-YORIBCANSA-M

SMILES string

[H][C@@](COP([O-])(OC[C@](C([O-])=O)([H])[NH3+])=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[Na+]

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (840035P-10mg)
pkg of 2 × 100 mg (840035P-200mg)
pkg of 5 × 100 mg (840035P-500mg)
pkg of 1 × 25 mg (840035P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

solubility

soluble (Insoluble in ethanol and DMSO, soluble in Chloroform:Methanol:Water (65:25:4) at 5mg/mL)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

Packaging

5 mL Clear Glass Sealed Ampule (840035P-10mg)
5 mL Clear Glass Sealed Ampule (840035P-200mg)
5 mL Clear Glass Sealed Ampule (840035P-25mg)
5 mL Clear Glass Sealed Ampule (840035P-500mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Application

18:1 PS (DOPS) has been used:
  • in liposomes (multi-lamellar vesicles) preparation
  • as a component in incubation buffer to measure exosomes associated procoagulant activity
  • in the preparation of lipid vesicles

Biochem/physiol Actions

Phosphoserine (PS) can be used as a template for the recognition of cancer antigen 125 (CA 125). It is very essential for healthy nerve cell membranes and myelin. Exogenous PS can be actively absorbed in humans. It has the ability to cross the blood-brain barrier. It plays a key role in the formation of short-term memory, the consolidation of long-term memory, the ability to create new memories and several other cognitive activities. It actively participates in the locomotor functions, like rapid reactions and reflexes.

General description

DOPS is an excellent substitute for the naturally occurring Brain PS. It has similar physical properties and is more stable to oxidation. DOPS has been used, along with DOPC and DOPE, in lipid mixtures to mimic platelet membranes for coagulation studies.
Phosphoserine/phosphatidylserine (PS) is an endogenous phospholipid, that is found in all polyanionic macromolecules.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

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Proteomics profiling of plasma exosomes in epithelial ovarian cancer: A potential role in the coagulation cascade, diagnosis and prognosis
Zhang W, et al.
International journal of oncology, 54(5), 1719-1733 (2019)
Toshihiko Oka et al.
Langmuir : the ACS journal of surfaces and colloids, 33(43), 12487-12496 (2017-10-03)
Electrostatic interactions (EIs) play important roles in the structure and stability of inverse bicontinuous cubic (QII) phases of lipid membranes. We examined the effect of pH on the phase of dioleoylphosphatidylserine (DOPS)/monoolein (MO) membranes at low ionic strengths using small-angle
Macrophages inhibit human osteosarcoma cell growth after activation with the bacterial cell wall derivative liposomal muramyl tripeptide in combination with interferon-gamma
Pahl JHW, et al.
Journal of Experimental & Clinical Cancer Research, 33(1), 27-27 (2014)
Adsorption of O-phospho-L-serine and L-serine onto poorly crystalline apatite
Benaziz L, et al.
Journal of Colloid and Interface Science, 238(1), 48-53 (2001)
Kabir H Biswas et al.
Langmuir : the ACS journal of surfaces and colloids, 34(4), 1775-1782 (2017-12-28)
The pathway of vesicle adsorption onto a solid support depends on the material composition of the underlying support, and there is significant interest in developing material-independent strategies to modulate the spectrum of vesicle-substrate interactions on a particular surface. Herein, using
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