Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

867000P

Avanti

KRN7000

Avanti Polar Lipids

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
α-Galactosyl Ceramide
Empirical Formula (Hill Notation):
C50H99NO9
CAS Number:
158021-47-7
Molecular Weight:
858.32
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (867000P-1mg)

manufacturer/tradename

Avanti Polar Lipids

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@]([H])(CCCCCCCCCCCCCC)[C@](O)([H])[C@@]([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCC)=O)CO[C@@H](O1)[C@H](O)[C@@H](O)[C@H]([C@H]1CO)O

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+/m1/s1

InChI key

VQFKFAKEUMHBLV-VDYNBUGPSA-N

General description

α-Galactosyl Ceramide (KRN7000) is a high affinity glycolipid ligand for invariant natural killer T cell (iNKT). It has  α-galactosyl ceramide core  and is a variant of agelasphin-9b ceramide core. It is a synthetic homolog of α‐GalCer from marine sponges. It comprises long fatty acyl chain (C26) and sphingosine base (C18).

Application

α-Galactosyl Ceramide (KRN7000) has been used in the in-vitro stimulation of natural killer cells. It is suitable for use as a lipid antigen in bone marrow derived cells (BMDC) and hepatocyte primary cells prior to antigen presentation assay. It is also suitable for use as a ligand invariant natural killer T cell activation.

Biochem/physiol Actions

α-Galactosyl Ceramide (KRN7000) administration results in T helper (TH0) or TH2 cytokine response. it displays potent antitumor activity in various in vivo models such as B6 melanoma, colon26 adenocarcinoma and hepatic metastases.

Packaging

5 mL Amber Glass Screw Cap Vial (867000P-1mg)

Other Notes

Not available in Japan

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Pivotal Advance: alpha-Galactosylceramide induces protection against lipopolysaccharide-induced shock
Sireci G, et al.
Journal of Leukocyte Biology, 81(3), 607-622 (2007)
SLAM receptors foster iNKT cell development by reducing TCR signal strength after positive selection
Lu Y, et al.
Nature Immunology, 1-1 (2019)
Synthesis and Biological Activities of 5-Thio-alpha-GalCers
Bi J, et al.
ACS Medicinal Chemistry Letters, 6(4), 476-480 (2015)
N Fuji et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 6(8), 3380-3387 (2000-08-24)
Hepatic metastasis is a major clinical problem in cancer treatment. We examined antitumor activity of alpha-galactosylceramide (KRN7000) on mice with spontaneous liver metastases of reticulum cell sarcoma M5076 tumor cells (spontaneous metastasis model). In this model, all mice that were
TBK-binding protein 1 regulates IL-15-induced autophagy and NKT cell survival
Zhu L, et al.
Nature Communications, 9(1), 2812-2812 (2018)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service