AdipoGen Life Sciences

α-Galactosylceramide (Dansylated)

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AG-CN2-0514-C500500 µgCHF 350.00

AG-CN2-0514-M0011 mgCHF 590.00

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Product Details
Synonyms	α-Gal-Cer (Dansylated); KRN7000 (Dansylated)
Product Type	Chemical
Properties
Formula	C₆₂H₁₁₁N₃O₁₀S
MW	1090.6
CAS	424823-23-4
Purity Chemicals	≥95% (¹H-NMR)
Appearance	Off-white solid.
Solubility	Soluble in pyridine and DMSO.
Identity	Identity determined by ¹H-NMR.
Other Product Data	NOTE: This glycolipid compound can be challenging in terms of solubility. For further information on solubility of this compound, please refer to J.M.H. Cheng, et al.; Carbohydr. Res. 346, 914 (2011), Experimental Section 4.16.2.
InChi Key	IANVHCHZQVOSSG-FWGSTNQDSA-N
Smiles	O[C@H]1[C@@H](O)[C@@H](CNS(C2=CC=CC3=C2C=CC=C3N(C)C)(=O)=O)O[C@H](OC[C@@H]([C@@H]([C@@H](CCCCCCCCCCCCCC)O)O)NC(CCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@@H]1O
Shipping and Handling
Shipping	BLUE ICE
Short Term Storage	-20°C
Long Term Storage	-20°C
Handling Advice	Aliquot into glass vials. Keep cool and dry. Protect from light.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Fluorescent α-GalCer derivative.
Potent stimulator of invariant natural killer T (iNKT) cells similar to α-GalCer (determined by CD86 expression in DCs and B cells, and IL-2 production by iNKT cells). Specific ligand of the lipid-binding MHC class I-like protein CD1d in human and mouse NKT cells.
Used as a fluorescent marker for the uptake of the glycolipid by dendritic cells (DC's) in vitro and to better understand the mechanism of iNKT cell activation.

Product References

Synthesis and NKT cell stimulating properties of fluorophore- and biotin-appended 6''-amino-6''-deoxy- galactosylceramides: X.-T. Zhou, et al.; Org. Lett. 4, 1267 (2002)
An improved synthesis of dansylated alpha-galactosylceramide and its use as a fluorescent probe for the monitoring of glycolipid uptake by cells: J.M.H. Cheng, et al.; Carbohydr. Res. 346, 914 (2011)
Trehalose diesters, lipoteichoic acids and alpha-GalCer: using chemistry to understand immunology: B.L. Stocker & M.S.M. Timmer; Carbohydr. Res. 389, 3 (2014)

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