171108-15-9
Chemical Structure
Globopentaosylceramide
Synonym(s): Gb5; Globoside Gb5; SSEA-3
- CAS No.: 171108-15-9
- Formula:C32H55NO26
- Molecular Weight:869.77
IUPAC Name: N-((2S,3R,4R,5R,6R)-2-(((2R,3R,4S,5S,6R)-2-(((2R,3R,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-(((2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-5-hydroxy-6-(hydroxymethyl)-4-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl)acetamide
InChIKey: UPMYJLDHPCCTMK-ZTBPGHTDSA-N
SMILES: O([C@H]1[C@H](NC(C)=O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H](CO)O1)[C@@H]3[C@@H](O)[C@@H](O[C@H]4[C@@H](CO)O[C@@H](O[C@@H]5[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)O[C@H](CO)[C@@H]3O
Biological Activity: Globopentaosylceramide (Gb5) is a globo-series glycosphingolipid that is present in embryonic stem cells and embryonal carcinoma cells. Globopentaosylceramide is used in cancer-related research[1][2][3][4][5][6].
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Globopentaosylceramide | Globopentaosylceramide (Gb5) is a globo-series glycosphingolipid that is present in embryonic stem cells and embryonal carcinoma cells. Globopentaosylceramide is used in cancer-related research. | |||||||||||||||||||||
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References
- [1]. Gupta V, et al. Ceramide glycosylation by glucosylceramide synthase selectively maintains the properties of breast cancer stem cells. The Journal of biological chemistry. 2012 Oct 26;287(44):37195-205.
- [2]. Häuselmann I, et al. Altered tumor-cell glycosylation promotes metastasis. Frontiers in oncology. 2014;4:28.
- [3]. Handa K, et al. Changes of glycoconjugate expression profiles during early development. Glycoconjugate journal. 2017 Dec;34(6):693-699.
- [4]. Cooling L, et al. A hemolytic anti-LKE associated with a rare LKE-negative, "weak P" red blood cell phenotype: alloanti-LKE and alloanti-P recognize galactosylgloboside and monosialogalactosylgloboside (LKE) antigens. Transfusion. 2015 Jan;55(1):115-28.
- [5]. Barone A, et al. Structural complexity of non-acid glycosphingolipids in human embryonic stem cells grown under feeder-free conditions. The Journal of biological chemistry. 2013 Apr 05;288(14):10035-10050.
- [6]. Masuda Y, et al. The effect of globopentaosylceramide on a depression model, mouse forced swimming. The Tohoku journal of experimental medicine. 2000 May;191(1):47-54.
