1-O-(α-D-galactosyl)-N-hexacosanoylphytosphingosine
Modify Date: 2024-01-02 14:28:01
1-O-(α-D-galactosyl)-N-hexacosanoylphytosphingosine structure
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Common Name | 1-O-(α-D-galactosyl)-N-hexacosanoylphytosphingosine | ||
|---|---|---|---|---|
| CAS Number | 158021-47-7 | Molecular Weight | 858.322 | |
| Density | 1.0±0.1 g/cm3 | Boiling Point | 939.8±65.0 °C at 760 mmHg | |
| Molecular Formula | C50H99NO9 | Melting Point | 190 °C | |
| MSDS | N/A | Flash Point | 522.2±34.3 °C | |
Use of 1-O-(α-D-galactosyl)-N-hexacosanoylphytosphingosineα-Galactosylceramide (α-GalCer) is a synthetic glycolipid with antitumorial and immunostimulatory. α-Galactosylceramide is a very potent NKT cell agonist and binds effectively to CD1d. The complex of α-Galactosylceramide plus CD1d binds the NKT cell TCR (T cell antigen receptor)[1][2][3][4]. |
| Name | 1-O-(α-D-galactosyl)-N-hexacosanoylphytosphingosine |
|---|---|
| Synonym | More Synonyms |
| Description | α-Galactosylceramide (α-GalCer) is a synthetic glycolipid with antitumorial and immunostimulatory. α-Galactosylceramide is a very potent NKT cell agonist and binds effectively to CD1d. The complex of α-Galactosylceramide plus CD1d binds the NKT cell TCR (T cell antigen receptor)[1][2][3][4]. |
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| Related Catalog | |
| Target |
NKT cell[3] |
| In Vitro | Culture supernatants of activated Vα24+NKT-cell cultures stimulated with α-Galactosylceramide pulsed monocyte-derived dendritic cells (Mo-DCs) exhibits antiproliferative activities against melanoma cells. This effect is predominantly due to release of IFN-γ, and to a lesser extent IL-12. Other cytokines, including IL-4 and IL-10, are released but these cytokines have less antiproliferative effects. Vα24+NKT-cells stimulated by α-Galactosylceramide-pulsed Mo-DCs have anti-tumour activities against human melanoma through antiproliferative effects exerted by soluble mediators[3]. |
| In Vivo | α-Galactosylceramide treatment can protect against spontaneous, carcinogen-, or oncogene-induced primary tumor formation in mice. Consistent with a prime role for IFN-γ in NKT cell-mediated tumor responses, a C-glycoside analog of α-Galactosylceramide that preferentially stimulated IFN-γ production is even more effective than α-Galactosylceramide at preventing metastases of the B16 melanoma[1]. Since α-Galactosylceramide shows a potent antitumor activity and stimulates the lymphocyte proliferation (LP) on allogeneic mixed lymphocyte reaction (MLR) in the mouse, α-Galactosylceramide is considered to be a nonspecific immunostimulating agent which is a biological response modifier[4]. |
| References |
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 939.8±65.0 °C at 760 mmHg |
| Melting Point | 190 °C |
| Molecular Formula | C50H99NO9 |
| Molecular Weight | 858.322 |
| Flash Point | 522.2±34.3 °C |
| Exact Mass | 857.731995 |
| PSA | 168.94000 |
| LogP | 15.96 |
| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
| Index of Refraction | 1.512 |
| Krn 7000 |
| Galalpha-Cer(t18:0/26:0) |
| Hexacosanamide, N-[(1S,2S,3R)-1-[(α-D-galactopyranosyloxy)methyl]-2,3-dihydroxyheptadecyl]- |
| 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 |
| AGL-582 |
| 1-O-(alpha-D-galactosyl)-N-hexacosanoylphytosphingosine |
| N-[(2S,3S,4R)-1-(α-D-Galactopyranosyloxy)-3,4-dihydroxy-2-octadecanyl]hexacosanamide |
| 1-O-(α-D-galactosyl)-N-hexacosanoylphytosphingosine |