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Merck
CN

12019

Sigma-Aldrich

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

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

Key Documents

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Assay

≥98.0% (TLC)

fluorescence

λex 459 nm; λem 528 nm in methanol

suitability

suitable for fluorescence

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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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
Deepti Dabral et al.
Cells, 8(4) (2019-04-17)
The fundamental molecular mechanism underlying the membrane merger steps of regulated exocytosis is highly conserved across cell types. Although involvement of Phospholipase A₂ (PLA₂) in regulated exocytosis has long been suggested, its function or that of its metabolites-a lyso-phospholipid and
Takuo Osawa et al.
Nature structural & molecular biology, 26(4), 281-288 (2019-03-27)
A key event in autophagy is autophagosome formation, whereby the newly synthesized isolation membrane (IM) expands to form a complete autophagosome using endomembrane-derived lipids. Atg2 physically links the edge of the expanding IM with the endoplasmic reticulum (ER), a role
Juliana Bidone et al.
International journal of pharmaceutics, 548(1), 151-158 (2018-06-26)
Mucopolysaccharidosis type I (MPS I) is caused by the lysosomal accumulation of glycosaminoglycans (GAGs) due to the deficiency of the enzyme alpha-L-iduronidase (IDUA). Currently available treatments may improve several clinical manifestations, but they have limited effects on joint disease, resulting
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