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Myriocin

(Synonyms: 多球壳菌素; Thermozymocidin; ISP-I) 目录号 : GC14278

A potent serine palmitoyltransferase inhibitor

Myriocin Chemical Structure

Cas No.:35891-70-4

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1mg
¥381.00
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5mg
¥952.00
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10mg
¥1,554.00
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25mg
¥2,712.00
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产品描述

Myriocin is an amino fatty acid antibiotic derived from certain thermophylic fungi, in this case Mycelia sterilia. It is a potent immunosuppressant having 10- to 100-fold more activity than cyclosporin A.[1] Myriocin is a potent inhibitor of serine palmitoyltransferase (Ki = 0.28 nM), the enzyme that catalyzes the first step of sphingolipid biosynthesis. [2] It disrupts substratum adhesion of melanoma cells.[3] It also suppresses cell proliferation in the murine cytotoxic T cell line CTLL-2 (IC50 = 15 nM) via apoptosis.[2],[4] Myriocin suppresses replication of the hepatitis C virus in a murine model.[5]
Myriocin是从某些热耐受真菌中提取的氨基脂肪酸类抗生素,具有10-至100倍于环孢霉素A的免疫抑制作用[1]。Myriocin是丝氨酰基转移酶(Ki = 0.28 nM)的强效抑制剂,该酶催化鞘磷脂生物合成的第一步[2]。它可以破坏黑色素瘤细胞的底物附着[3]。Myriocin还通过凋亡途径抑制小鼠细胞毒性T细胞系CTLL-2的增殖(IC50 = 15 nM)[2],并抑制乙型肝炎病毒在小鼠模型中的复制[5]。

Reference:
[1]. Fujita, T., Inoue, K., Yamamoto, S., et al. Fungal metabolites. Part 11. A potent immunosuppressive activity found in Isaria sinclairii metabolite. Journal of Antibiotics 47, 208-215 (1994).
[2]. Miyake, Y., Kozutsumi, Y., Nakamura, S., et al. Serine palmitoyltransferase is the primary target of a sphingosine-like immunosuppressant, ISP-1/myriocin. Biochemical and Biophysical Research Communications 211(2), 396-403 (1995).
[3]. Hidari, K.I.P.J., Ichikawa, S., Fujita, T., et al. Complete removal of sphingolipids from the plasma membrane disrupts cell to substratum adhesion of mouse melanoma cells. The Journal of Biological Chemisty 271(24), 14636-14641 (1996).
[4]. Nakamura, S., Kozutsumi, Y., Sun, Y., et al. Dual roles of sphingolipids in signaling of the escape from and onset of apoptosis in a mouse cytotoxic T-cell line, CTLL-2. The Journal of Biological Chemisty 271, 1255-1257 (1996).
[5]. Umehara, T., Sudoh, M., Yasui, F., et al. Serine palmitoyltransferase inhibitor suppresses HCV replication in a mouse model. Biochemical and Biophysical Research Communications 346, 67-73 (2006).

Chemical Properties

Cas No. 35891-70-4 SDF
别名 多球壳菌素; Thermozymocidin; ISP-I
化学名 (2S,3R,4R,E)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid
Canonical SMILES CCCCCCC(CCCCCC/C([H])=C([H])/C[C@](O)([H])[C@@](O)([H])[C@@](C(O)=O)(N)CO)=O
分子式 C21H39NO6 分子量 401.54
溶解度 Methanol: 2 mg/ml 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 2.4904 mL 12.4521 mL 24.9041 mL
5 mM 0.4981 mL 2.4904 mL 4.9808 mL
10 mM 0.249 mL 1.2452 mL 2.4904 mL
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