An internal standard for the quantification of KRN 7000 by GC- or LC-MS
Related Products
Unlabeled Version(s)
11208KRN 7000
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KRN 7000-d4

Item No. 42987

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2S,3R)-1-[(α-D-galactopyranosyloxy)methyl]-2,3-dihydroxyheptadecyl]-hexacosanamide-12,12,13,13-d4
CAS Number
1632461-03-0
Molecular Formula
C50H95D4NO9
Formula Weight
862.4
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solution in chloroform:methanol (2:1)
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly Soluble: 0.1-1 mg/mlMethanol: Slightly Soluble: 0.1-1 mg/mlPyridine: Sparingly Soluble: 1-10 mg/ml
SMILES
O[C@H]1[C@@H](O)[C@@H](CO)O[C@H](OC[C@H](NC(CCCCCCCCCCC([2H])([2H])C([2H])([2H])CCCCCCCCCCCCC)=O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC)[C@@H]1O
InChi Code
InChI=1S/C50H99NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-45(54)51-42(41-59-50-49(58)48(57)47(56)44(40-52)60-50)46(55)43(53)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h42-44,46-50,52-53,55-58H,3-41H2,1-2H3,(H,51,54)/t42-,43+,44+,46-,47-,48-,49+,50-/m0/s1/i22D2,23D2
InChi Key
VQFKFAKEUMHBLV-OMEDLVDRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

    $439

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    Product Description

    KRN 7000-d4 is intended for use as an internal standard for the quantification of KRN 7000 (Item No. 11208) by GC- or LC-MS. KRN 7000 is a synthetic α-galactosylceramide and ligand for the lipid antigen-presenting molecule CD1d.1,2 KRN 7000 anchors to the hydrophobic cleft of CD1d on antigen-presenting cells, and binding of this complex to T cell receptors induces activation of invariant natural killer T (iNKT) cells.2 It has been used as an adjuvant to induce iNKT cell activation in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Van Der Vliet, H.J.J., Nishi, N., Koezuka, Y., et al. Effects of α-galactosylceramide (KRN7000), interleukin-12 and interleukin-7 on phenotype and cytokine profile of human Vα24+ Vβ11+ T cells. Immunology 98(4), 557-563 (1999).

    2. Saavedra-Avila, N.A., Pigni, N.B., Caldwell, D.R., et al. A humanized mouse model coupled with computational analysis identifies potent glycolipid agonist of invariant NKT cells. ACS Chem. Biol. 19(4), 926-937 (2024).

    3. Yang, D., Luo, X., Lian, Q., et al. Fully synthetic Tn-based three-component cancer vaccine using covalently linked TLR4 ligand MPLA and iNKT cell agonist KRN-7000 as built-in adjuvant effectively protects mice from tumor development. Acta Pharm. Sin. B 12(12), 4432-4445 (2022).