C6 NBD Glucosylceramide

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C6 NBD Glucosylceramide

C6 NBD Glucosylceramide | CAS 94885-03-7

Catalog Number A16-0047
Category Lipid Fluorescent Probes
Molecular Formula C36H59N5O11
Molecular Weight 737.88
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Product Introduction

C6 NBD Glucosylceramide is a glycosphingolipid analog bearing a β-glucose headgroup and a short acyl chain tagged with an NBD fluorophore, designed for monitoring glucosylceramide metabolism and intracellular transport. Its fluorescent label enables sensitive tracking of glycosphingolipid trafficking in live cells, while the short chain improves solubility and integration into membranes. This molecule serves as an essential probe for studying glucosylceramide synthase activity, vesicular sorting, and glycosphingolipid dynamics. C6 NBD Glucosylceramide is particularly valuable for investigating how glucosylation affects lipid mobility, curvature, and compartmentalization within biological membranes.

  • Chemical Information

  • Product Specification

  • Computed Properties

Synonyms ​N-hexanoyl-NBD-Glucosylceramide; N-[(1S,2R,3E)-1-[(β-D-glucopyranosyloxy)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,5S,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-])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
InChIKey ZYEQNDHFYIPTAY-YAIFWNLCSA-N
Appearance Solid Powder
Storage Store at -20°C
XLogP3 5.7
Hydrogen Bond Donor Count 7
Hydrogen Bond Acceptor Count 14
Rotatable Bond Count 26
Exact Mass 737.42110772 g/mol
Monoisotopic Mass 737.42110772 g/mol
Topological Polar Surface Area 246Ų
Heavy Atom Count 52
Formal Charge 0
Complexity 1020
Isotope Atom Count 0
Defined Atom Stereocenter Count 7
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

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