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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
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
Tianshu Li et al.
Nanomedicine : nanotechnology, biology, and medicine, 13(3), 1219-1227 (2016-12-15)
1,5-Dihexadecyl N,N-diglutamyl-lysyl-L-glutamate (GGLG) liposomes were previously developed to enhance drug delivery efficiency in tumor cells owing to its pH-responsive properties. Herein, we report the modification of GGLG liposomes by conjugating a Fab' fragment of an ErbB2 antibody to the terminus
Shen Wang et al.
Nature communications, 10(1), 69-69 (2019-01-10)
The transition of the Munc18-1/syntaxin-1 complex to the SNARE complex, a key step involved in exocytosis, is regulated by Munc13-1, SNAP-25 and synaptobrevin-2, but the underlying mechanism remains elusive. Here, we identify an interaction between Munc13-1 and the membrane-proximal linker
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