alpha-Galactosylceramide, NKT cell stimulator (ab144262)

Submit a review Q&A (1)References (2)
Chemical Structure - alpha-Galactosylceramide, NKT cell stimulator (ab144262)

    Key features and details

    • Potent NKT cell stimulator. Selective CD1d ligand.
    • CAS Number: 158021-47-7
    • Purity: > 96%
    • Form / State: Solid
    • Source: Synthetic

    Overview

    • Product name

      alpha-Galactosylceramide, NKT cell stimulator

    • Description

      Potent NKT cell stimulator. Selective CD1d ligand.

    • Biological description

      Potent NKT cell stimulator. Selective CD1d ligand. Stimulates lymphocyte proliferation and enhances antibody production. Shows antiangiogenic, antitumor and potent immunoregulatory effects in vivo.

    • Purity

      > 96%

    • CAS Number

      158021-47-7

    • Chemical structure

      Chemical Structure

    Properties

    • Chemical name

      N-[(2S,3S,4R)-3,4-Dihydroxy-1-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadecan-2-yl]hexacosanamide

    • Molecular weight

      858.32

    • Molecular formula

      C50H99NO9

    • PubChem identifier

      2826713

    • Storage instructions

      Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

    • Handling

      Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

      Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

    • SMILES

      CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)[C@@H]([C@@H](CCCCCCCCCCCCCC)O)O

    • Source

      Synthetic

    Associated products

      Images

      • Chemical Structure - alpha-Galactosylceramide, NKT cell stimulator (ab144262)
        Chemical Structure - alpha-Galactosylceramide, NKT cell stimulator (ab144262)
        2D chemical structure image of ab144262, alpha-Galactosylceramide, NKT cell stimulator

      Protocols

      To our knowledge, customised protocols are not required for this product. Please try the standard protocols listed below and let us know how you get on.

      Click here to view the general protocols

      References (2)

      Publishing research using ab144262? Please let us know so that we can cite the reference in this datasheet.

      ab144262 has been referenced in 2 publications.

      • Maruyama Y  et al. Inhibitory effect of several sphingolipid metabolites on calcineurin. Neurosci Lett 673:132-135 (2018). PubMed: 29524645
      • Grzelak A  et al. Experimental Combined Immunotherapy of Tumours with Major Histocompatibility Complex Class I Downregulation. Int J Mol Sci 19:N/A (2018). PubMed: 30469401

      Customer reviews and Q&As

      Show All Reviews Q&A
      Submit a review Submit a question

      Question

      Hi I cannot find any information about how I re-constitute this. Thanks

      Read More
      Answer



      In general I can confirm that the reconstitution of alpha-GalCer is quiet challenging. The lack of solubility is an inherent property of the molecule.
      It has been described as insoluble in water, methanol, ethanol or other organic solvents, very slightly soluble in tetrahydrofuran and slightly soluble in pyridine.

      Pyridine is often used to solubilize compounds that are not very soluble. However, pyridine as solvent is not suitable for cell culture applications. Below are protocols that worked for researchers in the past.




      Different solubilization protocols for α-Galactosylceramide:



      1) Tween20 and Sodium chloride - Heat - Sonicate

      - Dissolve alpha;-GalCer in 0.5% Tween20, 0.9% NaCl solution.

      - Heat to 85oC until solution turns cloudy.

      - Take out of water bath und keep at RT.

      - Solution will become clear quickly.

      - In case some particles are left, sonicate (important: sonication has to be performed in glass vial, it

      does not work in plastic Eppendorf tube!) and filter afterwards with 2 um filter.



      2) Tween20 and PBS Heat Sonicate

      - Dissolve alpha-GalCer in 0.2mg/ml PBS containing 0.5% Tween20 (warm up and sonicate 2 hrs. at 37oC).

      - The solution can be more a suspension then a clear solution.

      - In case some particles are left, warm up and sonicate (important: sonication has to be performed in glass vial, it does not work in plastic Eppendorf tube!).

      - For sonication no interval is recommended, just use a conventional water bath sonicator at standard amplitude.



      3) DMSO - Heat - Sonicate

      - Dissolve alpha-GalCer in DMSO at the concentration of 1mg/ml with heating at 80oC for several minutes.

      - Sonication for 2 h.

      - The solution of 1mg/ml in DMSO can be further diluted in PBS.



      4) 2 Steps: Chloroform:Methanol Evaporation DMSO, PBS or Tween20 - Heat - Sonicate

      - Dissolve alpha-GalCer in a mixture of chloroform:methanol (2:1).

      - Aliquot into reasonable aliquots for the experiment.

      - Evaporate the solvent using a gentle stream of nitrogen so that you have a thin, dry film of material at the bottom of the vial.

      - Add either DMSO or PBS + 0.5% Tween20 to achieve your final concentration.

      - Some heating and sonication might be necessary.

      - The thin film of compound generated by the evaporation step allows greater access of the compound to the solvent and better dissolution.


      5) 5.6% sucrose, 0.75% L-histidine and 0.5% Tween20 -Heat - Sonicate

      - Dissolve alpha-GalCer in 5.6% sucrose, 0.75% L-histidine and 0.5% Tween20

      - Heat at 80oC for several minutes and sonicate.


      IMPORTANT: alpha-GalCer can be stored in solution in glass vials at 4o;C or -20°C, and is stable for ˜3 months also when dissolved!

      Read More

      Please note: All products are "FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC PROCEDURES, NOT FOR USE IN HUMANS"
      For licensing inquiries, please contact partnerships@abcam.com