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53846

Sigma-Aldrich

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

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

Synonym(s):

L-β,γ-Dioleoyl-α-cephaline, 7-nitrobenzofurazan-labeled, N-(7-Nitrobenzofurazan-4-yl)-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine, Phosphatidylethanolamine 18:1, NBD-labeled

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About This Item

Empirical Formula (Hill Notation):
C47H79N4O11P
CAS Number:
137819-86-4
Molecular Weight:
907.12
MDL number:
MFCD06798191
UNSPSC Code:
12352202
PubChem Substance ID:
57651455

product line

BioReagent

assay

≥98.0% (TLC)

form

powder

fluorescence

λex 461 nm; λem 529 nm in methanol

suitability

suitable for fluorescence

functional group

ester

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C\CCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCNc1ccc([N+]([O-])=O)c2nonc12)OC(=O)CCCCCCC\C=C\CCCCCCCC

InChI

1S/C47H79N4O11P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-44(52)58-39-41(61-45(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)40-60-63(56,57)59-38-37-48-42-35-36-43(51(54)55)47-46(42)49-62-50-47/h17-20,35-36,41,48H,3-16,21-34,37-40H2,1-2H3,(H,56,57)/b19-17+,20-18+/t41-/m1/s1

InChI key

RKWFXILULDJZBB-JJYVMECISA-N

Application

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, 7-nitrobenzofurazan-labeled (DOPE,NBD) may be used as a fluorescence label for lipid membranes in studies of membrane structures such as liposomes and lipid rafts.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ3960V
BCBQ3314V
BCBP3517V
BCBN0898V
BCBF9741V

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Michela Pisani et al.
The journal of physical chemistry. B, 115(34), 10198-10206 (2011-07-28)
Neutral lipids have received up to now a little attention as genetic material carriers, despite some valuable features, such as the absence of toxicity and the high stability in serum of their complexes with DNA. We have prepared two quaternary
André E P Bastos et al.
Chemistry and physics of lipids, 165(5), 577-588 (2012-06-19)
In this work, binary mixtures of phospholipid/ergosterol (erg) were studied using three fluorescent membrane probes. The phospholipid was either saturated (1,2-dipalmitoyl-sn-glycero-3-phosphocholine, DPPC) or monounsaturated (1-palmitoyl-2-dioleoyl-sn-glycero-3-phosphocholine, POPC) phosphatidylcholine, to evaluate the fluorescence properties of the probes in gel, liquid ordered (l(o))
Huai-Ying Zhang et al.
Journal of the Royal Society, Interface, 8(54), 127-143 (2010-05-28)
Self-diffusion coefficients of poly(ethylene glycol)2k-derivatized lipids (DSPE-PEG2k-CF) in glass-supported DOPC phospholipid bilayers are ascertained from quantitative fluorescence recovery after photobleaching (FRAP). We developed a first-order reaction-diffusion model to ascertain the bleaching constant, mobile fraction and lipopolymer self-diffusion coefficient D(s) at
Ligand-based targeted delivery of a peptide modified nanocarrier to endothelial cells in adipose tissue.
Hossen MN, Kajimoto K, Akita H, et al.
J. Controlled Release, 147, 261-268 (2010)

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