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860080P

Avanti

18:1 Lactosyl PE

Avanti Polar Lipids

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Synonym(s):
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine-N-lactosyl (ammonium salt)
Empirical Formula (Hill Notation):
C53H103N2O18P
CAS Number:
474943-47-0
Molecular Weight:
1087.36
UNSPSC Code:
51191904
NACRES:
NA.25

description

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine-N-lactosyl (ammonium salt)

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (860080P-25mg)
pkg of 1 × 5 mg (860080P-5mg)
pkg of 1 × 50 mg (860080P-50mg)

manufacturer/tradename

Avanti Polar Lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C53H100NO18P.H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-46(59)67-40-42(70-47(60)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)41-69-73(65,66)68-36-35-54-37-43(57)48(61)52(44(58)38-55)72-53-51(64)50(63)49(62)45(39-56)71-53;/h17-20,42-45,48-58,61-64H,3-16,21-41H2,1-2H3,(H,65,66);1H3/b19-17-,20-18-;/t42-,43?,44?,45?,48?,49+,50?,51?,52-,53+;/m1./s1

InChI key

POKKWVSABAYGGQ-GDPHZLNSSA-N

General description

Phosphatidylethanolamine is a phospholipid and is bound to the biological membranes.

Application

18:1 Lactosyl PE is suitable for the preparation of donor liposomes.

Biochem/physiol Actions

Phosphatidylethanolamine has a tendency of binding to proteins and forming a complex of phosphatidylethanolamine-binding protein (PEBP). The binding of an isoform of phosphatidylethanolamine (1-palmitoyl-2-oleoyl-sn-glycerol-3-phosphocholine) to Peroxisome Proliferator-Activated Receptors (PPARs) helps in regulating genes involved in lipid metabolism.

Packaging

5 mL Clear Glass Sealed Ampule (860080P-25mg)
5 mL Clear Glass Sealed Ampule (860080P-50mg)
5 mL Clear Glass Sealed Ampule (860080P-5mg)

WGK

WGK 3

Regulatory Information

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A search for ceramide binding proteins using bifunctional lipid analogs yields CERT-related protein StarD7
Bockelmann S, et al.
Journal of Lipid Research, 59(3), 515-530 (2018)
Function from structure? The crystal structure of human phosphatidylethanolamine-binding protein suggests a role in membrane signal transduction
Banfield M J, et al.
Structure, 6(10), 1245-1254 (1998)
Phosphatidylcholine?s functions beyond that of a membrane brick
Furse S and De Kroon AIPM
Molecular Membrane Biology, 32(4), 117-119 (2015)
Svenja Bockelmann et al.
Journal of lipid research, 59(3), 515-530 (2018-01-19)
Ceramides are central intermediates of sphingolipid metabolism with dual roles as mediators of cellular stress signaling and mitochondrial apoptosis. How ceramides exert their cytotoxic effects is unclear and their poor solubility in water hampers a search for specific protein interaction

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