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12019

Sigma-Aldrich

1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine, 7-nitrobenzofurazan-labeled

for fluorescence, ammonium salt, ≥98.0% (TLC)

Synonym(s):

2(R),3-dipalmitoylglycero-1 -phospho-N-(7-nitro-2,1,3-benzoxadiazo1-4-y1)ethanolamine, L-β,γ-Dipalmitoyl-α-cephaline, 7-nitrobenzofurazan-labeled, N-(7-Nitro-benzofurazan-4-yl)-1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine, N-(7-Nitrobenzofurazan-4-yl)-1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine, N-NBD-Dipalmitoyl-L-α-Phosphatidylethanolamine, NBD-PE, Phosphatidylethanolamine 16:0, NBD-labeled

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About This Item

Empirical Formula (Hill Notation):
C43H75N4O11P
CAS Number:
92605-64-6
Molecular Weight:
855.05
MDL number:
MFCD06798167
UNSPSC Code:
12352200
PubChem Substance ID:
329749595

grade

for fluorescence

Assay

≥98.0% (TLC)

fluorescence

λex 459 nm; λem 528 nm in methanol

storage temp.

−20°C

SMILES string

O=C(CCCCCCCCCCCCCCC)OC[C@@H](OC(CCCCCCCCCCCCCCC)=O)COP(OCCNC1=CC=C([N+]([O-])=O)C2=NON=C12)(O)=O

InChI

1S/C43H75N4O11P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-40(48)54-35-37(57-41(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)36-56-59(52,53)55-34-33-44-38-31-32-39(47(50)51)43-42(38)45-58-46-43/h31-32,37,44H,3-30,33-36H2,1-2H3,(H,52,53)/t37-/m1/s1

InChI key

ODWMPKRLTCWGFP-DIPNUNPCSA-N

Application

Phosphatidylethanolamine 16:0 can be utilized as a lipid fluorescent probe to study the morphological stability of lipid membranes (to surfactants and ethanol) by monitoring its fluorescence.

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Certificates of Analysis (COA)

Lot/Batch Number
448755/1

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Tetsuo Mioka et al.
Molecular biology of the cell, 29(10), 1203-1218 (2018-03-16)
Phospholipid flippase (type 4 P-type ATPase) plays a major role in the generation of phospholipid asymmetry in eukaryotic cell membranes. Loss of Lem3p-Dnf1/2p flippases leads to the exposure of phosphatidylserine (PS) and phosphatidylethanolamine (PE) on the cell surface in yeast
Md Mizanur Rahman Moghal et al.
Chemistry and physics of lipids, 212, 120-129 (2018-02-10)
Entry of cell-penetrating peptides (CPPs) into living cells by translocating across plasma membranes is an important physiological phenomenon. To elucidate the mechanism of the translocation of CPPs across lipid bilayers, it is essential to reveal its elementary processes. For this
Maciej Wiktor et al.
Nature communications, 8, 15952-15952 (2017-07-05)
Lipoproteins serve essential roles in the bacterial cell envelope. The posttranslational modification pathway leading to lipoprotein synthesis involves three enzymes. All are potential targets for the development of new antibiotics. Here we report the crystal structure of the last enzyme
Shintaro Maeda et al.
eLife, 8 (2019-07-05)
An enigmatic step in de novo formation of the autophagosome membrane compartment is the expansion of the precursor membrane phagophore, which requires the acquisition of lipids to serve as building blocks. Autophagy-related 2 (ATG2), the rod-shaped protein that tethers phosphatidylinositol
SooHyun Park et al.
PloS one, 13(6), e0199279-e0199279 (2018-06-19)
This paper describes the preparation of giant unilamellar vesicles with reconstituted hamster P-glycoprotein (Pgp, ABCB1) for studying the transport activity of this efflux pump in individual liposomes using optical microscopy. Pgp, a member of ABC (ATP-binding cassette) transporter family, is
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