alpha-Galactosylceramide (Dansylated)
Product Code: AG-CN2-0514
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0514-C500 | 500 ug | £280.00 |
Quantity:
| AG-CN2-0514-M001 | 1 mg | £460.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
BLUE ICE
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
alpha-Gal-Cer (Dansylated); KRN7000 (Dansylated)
Appearance:
Off-white solid.
CAS:
424823-23-4
EClass:
32160000
Form (Short):
solid
Handling Advice:
Aliquot into glass vials. Keep cool and dry. Protect from light.
InChi:
InChI=1S/C62H111N3O10S/c1-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-47-57(67)64-52(58(68)54(66)45-38-36-34-32-30-18-16-14-12-10-8-6-2)49-74-62-61(71)60(70)59(69)55(75-62)48-63-76(72,73)56-46-41-42-50-51(56)43-40-44-53(50)65(3)4/h40-44,46,52,54-55,58-63,66,68-71H,5-39,45,47-49H2,1-4H3,(H,64,67)/t52-,54?,55+,58-,59-,60-,61+,62-/m0/s1
InChiKey:
IANVHCHZQVOSSG-FWGSTNQDSA-N
Long Description:
Chemical. CAS: 424823-23-4. Formula: C62H111N3O10S. MW: 1090.6. Fluorescent alpha-GalCer derivative. Potent stimulator of invariant natural killer T (iNKT) cells similar to alpha-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.
Molecular Formula:
C62H111N3O10S
Molecular Weight:
1090.6
Other 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.
Package Type:
Vial
Product Description:
Fluorescent alpha-GalCer derivative. Potent stimulator of invariant natural killer T (iNKT) cells similar to alpha-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 Line Areas NEW:
Cancer, Biochemicals, Immunology, Inflammation, Natural Products
Product Type:
Chemical
Purity:
>95% (1H-NMR)
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
Solubility Chemicals:
Soluble in pyridine and DMSO.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
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)