C6 NBD Galactosylceramide

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C6 NBD Galactosylceramide

C6 NBD Galactosylceramide | 170212-26-7

Catalog Number A16-0050
Category Lipid Fluorescent Probes
Molecular Formula C36H59N5O11
Molecular Weight 737.9
Catalog Number Size Price Quantity
A16-0050 -- $--

Product Introduction

C6 NBD galactosylceramide is a galactosylceramide derivative that is tagged with a fluorescent group C6 nitrobenzoxadiazole (C6 NBD). C6 NBD galactosylceramide has been used to study intracellular localization and metabolism of galactosylceramide, which is a marker of Krabbe disease.

Chemical Information

Synonyms N-hexanoyl-NBD-Galactosylceramide; N-[(1S,2R,3E)-1-[(β-D-galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-hexanamide
Purity ≥98%
Shelf Life 1 Year
IUPAC Name N-[(E,2S,3R)-3-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-4-en-2-yl]-6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanamide
Canonical SMILES CCCCCCCCCCCCCC=CC(C(COC1C(C(C(C(O1)CO)O)O)O)NC(=O)CCCCCNC2=CC=C(C3=NON=C23)[N+](=O)[O-]
InChI InChI=1S/C36H59N5O11/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-28(43)26(24-50-36-35(47)34(46)33(45)29(23-42)51-36)38-30(44)19-16-14-17-22-37-25-20-21-27(41(48)49)32-31(25)39-52-40-32/h15,18,20-21,26,28-29,33-37,42-43,45-47H,2-14,16-17,19,22-24H2,1H3,(H,38,44)/b18-15+/t26-,28+,29+,33-,34-,35+,36+/m0/s1
InChI Key ZYEQNDHFYIPTAY-LFUFHFQKSA-N
Density 1.27±0.1 g/cm3(Predicted)
Appearance Solid Powder
  • Product Specification
  • Application
Storage Store at -20°C

C6 NBD Galactosylceramide, a fluorescent analog of natural galactosylceramide, finds wide application in cellular and biochemical research. Here are four key applications of C6 NBD Galactosylceramide intricately:

Lipid Trafficking Studies: Within the realm of cellular biology, C6 NBD Galactosylceramide serves as a valuable tool for delving into the intricate pathways of lipid trafficking and distribution within cells. By integrating this fluorescent lipid into cellular membranes, researchers can visually track its movement using advanced fluorescence microscopy techniques. This approach offers a window into the dynamic landscape of lipid metabolism and the ever-evolving composition of cellular membranes.

Glycosphingolipid Metabolism: Acting as a versatile probe, C6 NBD Galactosylceramide facilitates the exploration of glycosphingolipid metabolism pathways. Researchers leverage its unique properties to assess enzyme activities, such as galactosyltransferases, or to monitor the conversion into diverse sphingolipid species. This knowledge is paramount in unraveling the intricate mechanisms underlying diseases associated with sphingolipid imbalances.

Chemical Biology: In the domain of chemical biology, C6 NBD Galactosylceramide plays a pivotal role in elucidating the interactions between glycosphingolipids and proteins or other biomolecules. Its fluorescence allows for precise quantitative and qualitative analysis of binding events using sophisticated techniques like fluorescence resonance energy transfer (FRET). Such intricate studies deepen our comprehension of membrane protein functionality and the delicate dance of lipid-protein interactions.

Drug Delivery Research: Expanding horizons in drug delivery research, C6 NBD Galactosylceramide emerges as a vital component in formulating nanoparticles or liposomal systems. By incorporating these systems with fluorescent lipids, researchers can meticulously monitor their in vivo or in vitro distribution and uptake. This approach is integral in refining drug delivery strategies and gaining insights into the critical role of lipid components in enhancing therapeutic efficacy.

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