A fluorescently tagged sphingolipid
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C12 NBD Globotriaosylceramide (d18:1/12:0)

Item No. 24628

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-1-[[(O-α-D-galactopyranosyl-(1→4)-O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl)oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-dodecanamide
CAS Number
2692623-26-8
Synonyms
  • N-dodecanoyl-NBD-Ceramide Trihexoside
  • NBD Galα1-4Galβ1-4Glcβ-Cer(d18:1/12:0)
  • NBD Gb3(d18:1/12:0)
  • NBD Globotriaosylceramide (C18:1/12:0)
Molecular Formula
C54H91N5O21
Formula Weight
1146.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol (2:1): solubleDMSO: solubleMethanol: heated
SMILES
O=C(N[C@H]([C@H](O)/C=C/CCCCCCCCCCCCC)CO[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@]2([H])O[C@H](CO)[C@H](O[C@]3([H])[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O3)[C@H](O)[C@H]2O)[C@@H](CO)O1)CCCCCCCCCCCNC4=CC=C([N+]([O-])=O)C5=NON=C45
InChi Code
InChI=1S/C54H91N5O21/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-36(63)34(56-40(64)25-22-19-16-13-11-14-17-20-23-28-55-33-26-27-35(59(72)73)42-41(33)57-80-58-42)32-74-52-48(70)45(67)50(38(30-61)76-52)79-54-49(71)46(68)51(39(31-62)77-54)78-53-47(69)44(66)43(65)37(29-60)75-53/h21,24,26-27,34,36-39,43-55,60-63,65-71H,2-20,22-23,25,28-32H2,1H3,(H,56,64)/b24-21+/t34-,36+,37+,38+,39+,43-,44-,45+,46+,47+,48+,49+,50+,51-,52+,53+,54-/m0/s1
InChi Key
ZSXIFORFOSGBPE-NQOROTTDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

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    Product Description

    C12 NBD globotriaosylceramide is a biologically active derivative of globotriaosylceramide that is tagged with a fluorescent C12 nitrobenzoxadiazole (C12 NBD).1 C12 NBD globotriaosylceramide accumulates in human umbilical vascular endothelial cells (HUVECs) treated with the α-galactosidase A inhibitor 1-deoxygalactonojirimycin (DGJ; Item No. 17179) in a concentration-dependent manner, an effect that can be reversed by overexpression of α-galactosidase A. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1631]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hsu, J., Serrano, D., Bhowmick, T., et al. Enhanced endothelial delivery and biochemical effects of α-galactosidase by ICAM-1-targeted nanocarriers for Fabry disease. J. Control. Release. 149(3), 323-331 (2011).