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  • Catalog #:2203

  • Scientific Name:N-Hexanoyl-biotin-galactosylceramide

  • Common Name:N-C6:0-Biotin-beta-D-galactosylsphingosine; N-C6:0-Biotin-cerebroside

  • Empirical Formula:C40H72N4O10S

  • SDS:View Safety Data Sheet

  • Data Sheet:View Data Sheet

  • Formula Weight:801

  • Unit:5 mg

  • Solvent:none

  • Source:natural

  • Purity:98+%

  • Analytical Methods:TLC, HPLC, identity confirmed by MS

  • Natural Source:bovine

  • Solubility:chloroform/methanol 2:1, methanol, DMF

  • Physical Appearance:solid

  • Storage:-20℃

  • Dry Ice:No

  • Hazardous:No


Application Notes:

N-乙酰基-生物素-半乳糖神经酰胺这种半乳糖神经酰胺类似物含有生物素单元,生物素单元通过己酸连接物附着在鞘苷部分的胺上,非常适合用于鞘脂研究。 生物素结构允许半乳糖神经酰胺附着在链霉亲和素和亲和素上,使其对结合底物和毒素检测非常有用1。 半乳糖脑苷主要存在于神经组织中,是中枢神经系统中主要的鞘糖脂。 它们是神经髓鞘中最大的单一组成部分,似乎与其他分子一起,构成了髓鞘结构支撑的一部分 脑苷参与细胞凝集、细胞内通讯、细胞发育和抗肿瘤/细胞毒作用等广泛的生物活性 半乳糖脑苷可代谢为硫化物,在神经系统和髓鞘中也大量存在。 由于脑侧体的熔点相对较高(远高于生理体温),它们具有准晶体结构。 克拉布病(球形细胞脑白质营养不良症)的特征是半乳糖脑苷酶缺乏,这种酶负责降解半乳糖脑苷。 这导致脑苷和精神素的积累(这是非常细胞毒性,可导致神经脱髓鞘和轴突传导丧失)。 本标准品可用于克拉布病研究及其它研究中脑苷的鉴定和分离。  

This galactosylceramide analogue contains a biotin unit attached to the amine of the sphingosine moiety via a hexanoic acid linker and is ideal for use in sphingolipid studies. The biotin structure allows for attachment of the galactosylceramide to streptavidin and avidin making it extremely useful for binding to substrates and for toxin detection1. Galactocerebrosides are found primarily in neuronal tissues and are the major glycosphingolipids in the central nervous system. They are the largest single component of the myelin sheath of nerves and seem to act, along with other molecules, to form part of the structural support of the myelin sheath.2 Cerebrosides are involved in a very wide range of biological activities such as cell agglutination, intracellular communication, cellular development, and antitumor/cytotoxic effects.3 Galactocerebroside can be metabolized into sulfatide which is also abundant in the nervous system and myelin sheath. Due to the relatively high melting point of cerebrosides (much greater than physiological body temperature) they have a para-crystalline structure. Krabbe’s disease (globoid cell leukodystrophy) is characterized by a deficiency in the enzyme galactocerebrosidase, which is responsible for degrading galactocerebroside. This leads to an accumulation of cerebroside and psychosine (which is very cytotoxic and can result in demyelination of nerves and loss of axonal conductivity). This standard from Matreya is excellent for use in the identification and isolation of cerebrosides in the study of Krabbe’s disease and other studies.4

1. A. Mukhopadhyay et al. “Direct interaction between the inhibitor 2 and ceramide via sphingolipid-protein binding is involved in the regulation of protein phosphatase 2A activity and signaling” FASEB, Vol. 23(3) pp. 751-763, 2009
2. M. Sheldon, D.Lyudmila, “Cycloserine-induced decrease of cerebroside in myelin” Lipids, Vol. 33:4 pp. 441-443, 1998
3. X. Zhou, L. Tang and Y. Liu “An Isomeric Mixture of Novel Cerebrosides Isolated from Impatiens pritzellii Reduces Lipopolysaccharide-Induced Release of IL-18 from Human Peripheral Blood Mononuclear Cells” Lipids, Vol. 44:8 pp. 759-763, 2009
4. X. Han and H. Cheng “Characterization and direct quantitation of cerebroside molecular species from lipid extracts by shotgun lipidomics” Journal of Lipid Research, Vol. 46 pp. 163-175, 2005