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经验公式(希尔记法):
C21H39NO6
化学文摘社编号:
分子量:
401.54
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
SMILES string
N[C@]([C@@H](O)[C@H](O)C\C=C\CCCCCCC(=O)CCCCCC)(CO)C(=O)O
InChI
1S/C21H39NO6/c1-2-3-4-10-13-17(24)14-11-8-6-5-7-9-12-15-18(25)19(26)21(22,16-23)20(27)28/h9,12,18-19,23,25-26H,2-8,10-11,13-16,22H2,1H3,(H,27,28)/b12-9+/t18-,19+,21+/m1/s1
InChI key
ZZIKIHCNFWXKDY-GNTQXERDSA-N
description
RTECS - JX3890000
assay
≥95% (TLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
white
solubility
DMSO: 25 mg/mL
shipped in
ambient
storage temp.
−20°C
Quality Level
General description
一种有效的免疫抑制剂。比环孢菌素A显示出10至100倍更强的免疫抑制活性。可有效抑制丝氨酸棕榈酰转移酶(SPT;Ki = 280 pM),从而阻断了神经酰胺的合成。破坏黑色素瘤细胞的基质粘附。在IL-2依赖性鼠细胞毒性T淋巴细胞CTLL-2中抑制细胞增殖并诱导凋亡。
Biochem/physiol Actions
产物不与ATP竞争。
可逆:否
细胞渗透性:否
靶标Ki:针对丝氨酸棕榈酰转移酶为280 pM
首要靶标
丝氨酸棕榈酰转移酶
丝氨酸棕榈酰转移酶
Preparation Note
溶解后,等分并冷冻保存(-20°C)。储备溶液在-20°C下可稳定保存至多3个月。
Other Notes
Hanada, K., et al. 2000.生物化学。Pharmacol.59, 1211.
Chen, J.K., et al. 1999.Chem. Biol. 6, 221.
Hidari, K.I.P.J., et al. 1996.J. Biol. Chem. 271, 14636.
Nakamura, S., et al. 1996.J. Biol. Chem. 271, 1255.
Mikaye, Y., et al. 1995.Biochem.Biophys.Res. Commun.211, 396.
Fujita, T., et al. 1994.J. Antibiot.47, 208.
Chen, J.K., et al. 1999.Chem. Biol. 6, 221.
Hidari, K.I.P.J., et al. 1996.J. Biol. Chem. 271, 14636.
Nakamura, S., et al. 1996.J. Biol. Chem. 271, 1255.
Mikaye, Y., et al. 1995.Biochem.Biophys.Res. Commun.211, 396.
Fujita, T., et al. 1994.J. Antibiot.47, 208.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
毒性:有害(C)
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Song Yu et al.
Foods (Basel, Switzerland), 12(13) (2023-07-14)
Human health is seriously threatened by mycotoxin contamination, yet health risk assessments are typically based on just one mycotoxin, potentially excluding the additive or competitive interactions between co-occurring mycotoxins. In this investigation, we evaluated the individual or combined toxicological effects
T Fujita et al.
The Journal of antibiotics, 47(2), 208-215 (1994-02-01)
A potent immunosuppressive activity was found in the culture broth of the fungus Isaria sinclairii (ATCC 24400). The metabolite, ISP-I ((2S,3R,4R)-(E)-2-amino-3,4-dihydroxy-2- hydroxymethyl-14-oxoeicos-6-enoic acid, myriocin = thermozymocidin) suppressed the proliferation of lymphocytes in mouse allogeneic mixed lymphocyte reaction, but had no
K Hanada et al.
Biochemical pharmacology, 59(10), 1211-1216 (2000-03-29)
In the present study, we demonstrate a model cell system for evaluating the specificity of inhibitors of serine palmitoyltransferase (SPT), the enzyme that catalyzes the first step of sphingolipid biosynthesis. The LY-B strain is a Chinese hamster ovary (CHO) cell
J K Chen et al.
Chemistry & biology, 6(4), 221-235 (1999-04-01)
Myriocin is a natural product that potently induces apoptosis of a murine cytotoxic T lymphocyte cell line (CTLL-2) and inhibits a serine palmitoyltransferase (SPT) activity that has been detected in cell extracts and is thought to initiate sphingolipid biosynthesis. Because
Y Miyake et al.
Biochemical and biophysical research communications, 211(2), 396-403 (1995-06-15)
ISP-1/myriocin is a new type of remarkably potent immunosuppressant, the structure of which is homologous to sphingosine. ISP-1/myriocin inhibited the proliferation of an IL-2-dependent mouse cytotoxic T cell line, CTLL-2, at nanomole concentrations. ISP-1/myriocin inhibits serine palmitoyltransferase activity at picomole
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