α-Mannosylceramide

CHF 180.00
In stock
AG-CR1-3594-C250250 µgCHF 180.00
AG-CR1-3594-M0011 mgCHF 370.00
More Information
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
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).
Product References
  1. CD1d-restricted and TCR-mediated activation of valpha14 NKT cells by glycosylceramides: T. Kawano, et al.; Science 278, 1626 (1997)
  2. 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)
  3. MR1-restricted Valpha19i T cells: a second population recognizing lipid antigens?: J. Schumann & G. De Libero; Eur. J. Immunol. 37, 1724 (2007)
  4. 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)
  5. 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)
  6. Glycolipid stimulators for NKT cells bearing invariant V alpha 19-J alpha 33 TCR alpha chains: M. Shimamura; MiniRev. Med. Chem. 8, 285 (2008)
  7. 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)
© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.