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870013P

Avanti

16:0 MPB PE

Avanti Research™ - A Croda Brand 870013P, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C51H84N2O11PNa
CAS Number:
384835-50-1
Molecular Weight:
955.18
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

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

manufacturer/tradename

Avanti Research™ - A Croda Brand 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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Liposomes as tools in basic research and industry (1994)
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)
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)
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)

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