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850469C

Avanti

18:0-20:4 PC

1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphocholine, chloroform

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Synonym(s):
1-octadecanoyl-2-arachidonyl-sn-glycero-3-phosphocholine; SAPC; PC(18:0/20:4(5Z,8Z,11Z,14Z))
Empirical Formula (Hill Notation):
C46H84NO8P
CAS Number:
35418-59-8
Molecular Weight:
810.13
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850469C-25mg)
pkg of 2 × 4 mL (850469C-200mg)

manufacturer/tradename

Avanti Polar Lipids 850469C

concentration

10 mg/mL (850469C-25mg)
25 mg/mL (850469C-200mg)

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

InChI

1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,31,33,44H,6-13,15,17-19,21,23-24,26,28-30,32,34-43H2,1-5H3/b16-14-,22-20-,27-25-,33-31-/t44-/m1/s1

InChI key

PSVRFUPOQYJOOZ-QNPWAGBNSA-N

General description

18:0-20:4 Phosphatidylcholine (PC) has saturated (18:0) chain in the sn-1 position and unsaturated (20:4) in the sn-2 position. Asymmetric combinations of PC is common among mammalian lipids. PC is a zwitterionic phospholipid. PC is synthesized by Kennedy pathway from choline.

Application

18:0-20:4 PC is suitable for use:
  • in the preparation of liposomes
  • in the synthesis of diacylglycerol
  • as substrate to determine the activity of phospholipase A2 (PLA2)

Biochem/physiol Actions

18:0-20:4 phosphatidylcholine (PC) is more prominent in specialized membranes like synaptic vesicles. Phosphatidylcholine is one of the major glycerophospholipids of the eukaryotic membranes. It is essential for maintaining the structure and functions of the membrane. PC is the precursor for various second messenger like phosphatidic acid, lysophosphatidic acid, diacylglycerol.

Packaging

5 mL Clear Glass Sealed Ampule (850469C-200mg)
5 mL Clear Glass Sealed Ampule (850469C-25mg)

also commonly purchased with this product

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Information

易制毒化学品（2类）
危险化学品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Roles of Trp31 in high membrane binding and proinflammatory activity of human group V phospholipase A2
Han SK, et al.
Journal of biological and chemical chronicles, 274(17), 11881-11888 (1999)
Acyl chain asymmetry and polyunsaturation of brain phospholipids facilitate membrane vesiculation without leakage
Manni M M, et al.
eLife, 7, e34394-e34394 (2018)
Acyl chain dependence of diacylglycerol activation of protein kinase C activity in vitro
Marignani PA, et al.
Biochemical and Biophysical Research Communications, 225(2), 469-473 (1996)
The Kennedy pathway?de novo synthesis of phosphatidylethanolamine and phosphatidylcholine
Gibellini F and Smith TK
IUBMB Life, 62(6), 414-428 (2010)
Warren G Hill et al.
American journal of physiology. Cell physiology, 289(1), C33-C41 (2005-02-25)
Caveolae are invaginated membrane structures with high levels of cholesterol, sphingomyelin, and caveolin protein that are predicted to exist as liquid-ordered domains with low water permeability. We isolated a caveolae-enriched membrane fraction without detergents from rat lung and characterized its

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