Cookie Policy: This site uses cookies to improve your experience. You can find out more about our use of cookies in our Privacy Policy. By continuing to browse this site you agree to our use of cookies.
AdipoGen Life Sciences
α-Mannosylceramide
Product Details | |
---|---|
Synonyms | α-ManCer; α-Mannosyl Ceramide; (2S,3S,4R)-2-Amino-N-hexacosanoyl-1-O-(α-D-mannopyranosyl)-1,3,4-octadecanetriol; α-D-Galactopyranoside |
Product Type | Chemical |
Properties | |
Formula |
C50H99NO9 |
MW | 858.3 |
CAS | 320610-63-7 |
Purity Chemicals | ≥95% (TLC) |
Appearance | White to off-white solid. |
Solubility | Soluble in pyridine or warm DMSO. |
Other Product Data |
Natural killer T cells (NKT cells) are important regulators of the immune system. They share properties of both innate as well as adaptive immunity. They express T cell receptors (TCR) on their surface consisting of an invariable α-chain and a somewhat variable β-chain. The majority of NKT cells express the invariable α-chain Vα14-Jα18 (Vα14) in mouse or its homolog in humans Vα24-Jα18 (Vα24). Vα14 NKT cells recognize α-GalCer presented by CD1d. NKT cells expressing the invariant Vα19-Jα26 TCR α-chain (Vα19 NKT cells) have been found in peripheral blood lymphocytes and in the liver. They recognize α-ManCer presented by MR1 (Major histocompatibility complex, class I-related) and respond with production of large amounts of immunoregulatory cytokines. |
InChi Key | VQFKFAKEUMHBLV-CIKDURTISA-N |
Smiles | CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COC1OC(CO)C(O)C(O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC |
Shipping and Handling | |
Shipping | BLUE ICE |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice |
After reconstitution, prepare aliquots and store at -20°C. Aliquot into glass vials. |
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 |
- Potent stimulator of natural killer T (NKT) cells expressing the invariant Vα19-Jα26 T cell receptor α chain (Vα19 NKT cells).
- CD1d-restricted and TCR-mediated activation of valpha14 NKT cells by glycosylceramides: T. Kawano, et al.; Science 278, 1626 (1997)
- Synthetic alpha-mannosyl ceramide as a potent stimulant for an NKT cell repertoire bearing the invariant Valpha19-Jalpha26 TCR alpha chain: N. Okamoto, et al.; Chem. Biol. 12, 677 (2005)
- MR1-restricted Valpha19i T cells: a second population recognizing lipid antigens?: J. Schumann & G. De Libero; Eur. J. Immunol. 37, 1724 (2007)
- Induction of promotive rather than suppressive immune responses from a novel NKT cell repertoire Valpha19 NKT cell with alpha-mannosyl ceramide analogues consisting of the immunosuppressant ISP-I as the sphingosine unit: M. Shimamura, et al.; Eur. J. Med. Chem. 41, 569 (2006)
- Modulation of Valpha19 NKT cell immune responses by alpha-mannosyl ceramide derivatives consisting of a series of modified sphingosines: M. Shimamura, et al.; Eur. J. Immunol. 37, 1836 (2007)
- Glycolipid stimulators for NKT cells bearing invariant V alpha 19-J alpha 33 TCR alpha chains: M. Shimamura; MiniRev. Med. Chem. 8, 285 (2008)
- Non-reducing end alpha-mannosylated glycolipids as potent activators for invariant Valpha19 TCR-bearing natural killer T cells: M. Shimamura; Carbohydr. Res. 343, 2010 (2008)