C6 NBD Phytoceramide

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C6 NBD Phytoceramide

C6 NBD Phytoceramide

Catalog Number A16-0046
Category Lipid Fluorescent Probes
Molecular Formula C30H51N5O7
Molecular Weight 593.8
Catalog Number Size Price Quantity
A16-0046 -- $--

Product Introduction

C6 NBD phytoceramide is a phytosphingosine derivative that is tagged with a fluorescent group C6 nitrobenzoxadiazole (C6 NBD). C6 NBD phytoceramide remains in the Golgi apparatus of cultured fibroblasts and can be metabolized to fluorescent sphingomyelin and glucosylceramide.

Chemical Information

Synonyms C6 NBD Phytosphingosine; N-hexanoyl-NBD Phytosphingosine; 6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)-N-((2R,3R,4R)-1,3,4-trihydroxyoctadecan-2-yl)hexanamide
Purity ≥98%
IUPAC Name 6-[(4-nitro-2,1,3-benzoxadiazol-6-yl)amino]-N-[(2R,3R,4R)-1,3,4-trihydroxyoctadecan-2-yl]hexanamide
Canonical SMILES CCCCCCCCCCCCCCC(C(C(CO)NC(=O)CCCCCNC1=CC2=NON=C2C(=C1)[N+](=O)[O-])O)O
InChI InChI=1S/C30H51N5O7/c1-2-3-4-5-6-7-8-9-10-11-12-14-17-27(37)30(39)25(22-36)32-28(38)18-15-13-16-19-31-23-20-24-29(34-42-33-24)26(21-23)35(40)41/h20-21,25,27,30-31,36-37,39H,2-19,22H2,1H3,(H,32,38)/t25-,27-,30-/m1/s1
InChI Key HTILBGNEXZZBHY-OGBYTVIASA-N
Appearance Solid Powder
  • Product Specification
  • Application
Storage Store at -20°C

C6 NBD Phytoceramide, a fluorescently labeled analog of natural phytoceramides, plays a pivotal role in lipid research. Here are four key applications of C6 NBD Phytoceramide:

Cell Membrane Studies: Widely utilized for exploring lipid membrane organization and dynamics, C6 NBD Phytoceramide offers insights into the intricate interplay of lipids within membranes. Its fluorescence properties enable researchers to visually dissect the distribution of ceramides in cellular membranes using advanced microscopy techniques. This analysis is paramount in unraveling membrane structural nuances, lipid interplay complexities, and the nuanced signaling roles of ceramides within cells.

Apoptosis Research: Delving into the realm of apoptosis, researchers harness C6 NBD Phytoceramide to delve into the profound role of ceramides in programmed cell death processes. By monitoring lipid composition alterations during apoptotic signaling pathways, researchers gain valuable understanding of the underlying molecular intricacies of apoptosis. This knowledge is critical in deciphering diseases characterized by dysregulated apoptosis, such as cancer and neurodegenerative ailments.

Lipid Trafficking: Serving as a tracer in studies on intracellular lipid trafficking and metabolism, C6 NBD Phytoceramide facilitates tracking its movements across cellular compartments, like the Golgi apparatus and endosomes, through fluorescence-based methodologies. These investigations shed light on the intricate pathways and mechanisms underpinning lipid transport and distribution within cellular confines, enriching our understanding of cellular lipid dynamics and homeostasis.

Drug Delivery Systems: In the realm of pharmaceutical innovation, C6 NBD Phytoceramide emerges as a key player in the development and evaluation of novel drug delivery systems. Its incorporation into liposomes or nanoparticles offers a platform to explore how ceramide-containing formulations interact with cell membranes and facilitate the delivery of therapeutic agents. This application is instrumental in shaping targeted delivery strategies aimed at enhancing drug efficacy while minimizing unwanted side effects, bolstering the realm of precision medicine and therapeutic interventions.

Computed Properties

XLogP3 6.7
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 10
Rotatable Bond Count 24
Exact Mass 593.37884898 g/mol
Monoisotopic Mass 593.37884898 g/mol
Topological Polar Surface Area 187Ų
Heavy Atom Count 42
Formal Charge 0
Complexity 729
Isotope Atom Count 0
Defined Atom Stereocenter Count 3
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes
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