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Merck
CN

840035C

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:
Molecular Weight:
810.03
NACRES:
NA.25
UNSPSC Code:
51191904
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description

1,2-dioleoyl-sn-glycero-3-phospho-L-serine (sodium salt), chloroform

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (840035C-10mg), pkg of 1 × 2.5 mL (840035C-25mg), pkg of 2 × 4 mL (840035C-200mg), pkg of 5 × 4 mL (840035C-500mg)

manufacturer/tradename

Avanti Research - A Croda Brand

concentration

10 mg/mL (840035C-10mg), 10 mg/mL (840035C-25mg), 25 mg/mL (840035C-200mg), 25 mg/mL (840035C-500mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

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+]

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

General description

Phosphoserine/phosphatidylserine (PS) is an endogenous phospholipid, that is found in all polyanionic macromolecules. 1,2-dioleoyl-sn-glycero-3-phospho-L-serine (DOPS) carry a carboxylic acid group and a protonated amine group in their head group.
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.

Application

18:1 PS (DOPS) has been used as a component of supported membrane tubes (SMrT) templates. It has also been used in the preparation of lipid-mixing vesicles, content-mixing vesicles and lipid mixture.

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 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.

Packaging

30 mL Amber Narrow Mouth Bottle with Screw Cap (840035C-500mg)
5 mL Clear Glass Sealed Ampule (840035C-10mg)
5 mL Clear Glass Sealed Ampule (840035C-200mg)
5 mL Clear Glass Sealed Ampule (840035C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

危险化学品
易制毒化学品(2类)

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A single vesicle-vesicle fusion assay for in vitro studies of SNAREs and accessory proteins
Diao J, et al.
Nature Protocols, 7(5), 921-921 (2012)
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
Choosing the right fluorophore for single-molecule fluorescence studies in a lipid environment
Zhang Z, et al.
Biochimica et Biophysica Acta - Biomembranes, 1859(7), 1242-1253 (2017)



Global Trade Item Number

SKUGTIN
840035C-500MG04061837791475
840035C-10MG04061837791444
840035C-200MG04061837791451
840035C-25MG04061837791468
840035C-500MG-SX04061841684978