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870013P

Avanti

16:0 MPB PE

Name: 16:0 MPB PE
Brand: AVANTI

Avanti Polar Lipids 870013P, powder

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Synonym(s):

1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-[4-(p-maleimidophenyl)butyramide] (sodium salt)

Empirical Formula (Hill Notation):

C₅₁H₈₄N₂O₁₁PNa

CAS Number:

384835-50-1

Molecular Weight:

955.18

NACRES:

NA.25

form

powder

packaging

pkg of 1 × 100 mg (870013P-100mg)
pkg of 1 × 25 mg (870013P-25mg)

manufacturer/tradename

Avanti Polar Lipids 870013P

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OCCNC(CCCC(C=C1)=CC=C1N(C(C=C2)=O)C2=O)=O)=O)(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O.[Na+]

InChI

1S/C51H85N2O11P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32-50(57)61-42-46(64-51(58)33-28-26-24-22-20-18-16-14-12-10-8-6-4-2)43-63-65(59,60)62-41-40-52-47(54)31-29-30-44-34-36-45(37-35-44)53-48(55)38-39-49(53)56;/h34-39,46H,3-33,40-43H2,1-2H3,(H,52,54)(H,59,60);/q;+1/p-1/t46-;/m1./s1

InChI key

REKODAHLWDSEBQ-FYQWNKFKSA-M

General description

16:0 maleimidophenyl butyramide (MPB) phosphoethanolamine (PE) also known as, DPPE-maleimide contains maleimide, which is a thiol-reactive moiety and a good electrophile. MPB PE is implicated in liposome preparation.

Application

16:0 maleimidophenyl butyramide (MPB) phosphoethanolamine (PE) is suitable for use:

for preparation of maleimide-functionalized microbubbles
for lipidation of ligand binding site-1 (LBS-1) peptide and GABAA receptor-associated protein (GABARAP) involved in liposome and autophagosome formation, respectively
for preparation of ligand-conjugated acoustic perfluorocarbon emulsion nanoparticles

Packaging

5 mL Amber Glass Screw Cap Vial (870013P-100mg)

5 mL Amber Glass Screw Cap Vial (870013P-25mg)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Preparation of a functional GABARAP--lipid conjugate in nanodiscs and its investigation by solution NMR spectroscopy

Ma P, et al.

Chembiochem, 11(14), 1967-1970 (2010)

Grafting of abciximab to a microbubble-based ultrasound contrast agent for targeting to platelets expressing GP IIb/IIIa--characterization and in vitro testing

Della MA, et al.

European Journal of Pharmaceutics and Biopharmaceutics, 68(3), 555-564 (2008)

Novel MRI contrast agent for molecular imaging of fibrin: implications for detecting vulnerable plaques

Flacke S, et al

Circulation, 104(11), 1280-1285 (2001)

Liposomes as tools in basic research and industry (1994)

Structural basis for thrombin activation of a protease-activated receptor: inhibition of intramolecular liganding

Seeley S, et al.

Chemistry & Biology, 10(11), 1033-1041 (2003)

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