AdipoGen Life Sciences

α-Galactosylceramide (Dansylated)

As low as CHF 350.00

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AG-CN2-0514-C500500 µgCHF 350.00

AG-CN2-0514-M0011 mgCHF 590.00

Specifications / Handling

More Information
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

Product 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-specific 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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