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Sphinganine (d18:0)

(Synonyms: D-赤式-C18-二氢-D-神经鞘氨醇) 目录号 : GC40794

Sphinganine (d18:0)是一种鞘脂代谢途径的中间体。

Sphinganine (d18:0) Chemical Structure

Cas No.:764-22-7

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5mg
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10mg
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25mg
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50mg
¥3,838.00
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Sample solution is provided at 25 µL, 10mM.

Description

Sphinganine (d18:0) is an intermediate in the sphingolipid metabolic pathway[1]. Sphinganine (d18:0) is a precursor of ceramide and sphingosine and a substrate for sphingosine kinase, which produces sphingosine-1-phosphate[2]. Sphinganine (d18:0) can be used as a standard for the quantification of epidermal ceramide by liquid chromatography-tandem mass spectrometry[3]. Sphinganine (d18:0) can be used to prepare bovine serum albumin lipid complexes to study their effects on the inhibition of non-lysosomal glucosylceramidase β2 (GBA2)[4]. Sphinganine levels are significantly increased in response to certain mycotoxins, including fumonisins, and in certain cancers[5]. Sphinganine can block the activation of protein kinase C[6].

References:
[1]Wigger D, Gulbins E, Kleuser B, et al. Monitoring the sphingolipid de novo synthesis by stable-isotope labeling and liquid chromatography-mass spectrometry[J]. Frontiers in Cell and Developmental Biology, 2019, 7: 210.
[2]Zheng W, Kollmeyer J, Symolon H, et al. Ceramides and other bioactive sphingolipid backbones in health and disease: lipidomic analysis, metabolism and roles in membrane structure, dynamics, signaling and autophagy[J]. Biochimica et Biophysica Acta (BBA)-Biomembranes, 2006, 1758(12): 1864-1884.
[3]Wang Z, Kirkwood J S, Taylor A W, et al. Transcription factor Ctip2 controls epidermal lipid metabolism and regulates expression of genes involved in sphingolipid biosynthesis during skin development[J]. Journal of Investigative Dermatology, 2013, 133(3): 668-676.
[4]Schonauer S, Körschen H G, Penno A, et al. Identification of a feedback loop involving β-glucosidase 2 and its product sphingosine sheds light on the molecular mechanisms in Gaucher disease[J]. Journal of Biological Chemistry, 2017, 292(15): 6177-6189.
[5]Shephard G S, Van Der Westhuizen L, Sewram V. Biomarkers of exposure to fumonisin mycotoxins: a review[J]. Food additives and contaminants, 2007, 24(10): 1196-1201.
[6]Smith E R, Merrill Jr A H, Obeid L M, et al. Effects of sphingosine and other sphingolipids on protein kinase C[M]//Methods in enzymology. Academic Press, 2000, 312: 361-373.

Sphinganine (d18:0)是一种鞘脂代谢途径的中间体[1]。Sphinganine (d18:0)是神经酰胺和鞘氨醇的前体,也是鞘氨醇激酶的底物,可产生鞘氨醇-1-磷酸盐[2]。Sphinganine (d18:0)能够作为液相色谱串联质谱法的标准品,用于表皮神经酰胺的定量[3]。Sphinganine (d18:0)能够用于制备牛血清白蛋白脂质复合物,研究其对非溶酶体-葡糖神经酰胺酶β2(GBA2)抑制的影响[4]。Sphinganine水平在对某些霉菌毒素(包括伏马菌素)以及某些癌症的反应中显著增加[5]。Sphinganine能够阻断蛋白激酶C的激活[6]

化学性质

Cas No. 764-22-7 SDF
别名 D-赤式-C18-二氢-D-神经鞘氨醇
Canonical SMILES OC[C@H](N)[C@H](O)CCCCCCCCCCCCCCC
分子式 C18H39NO2 分子量 301.5
溶解度 DMSO:3mg/ml 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 3.3167 mL 16.5837 mL 33.1675 mL
5 mM 0.6633 mL 3.3167 mL 6.6335 mL
10 mM 0.3317 mL 1.6584 mL 3.3167 mL
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