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Merck
CN

857393P

Avanti

THI

Avanti Research - A Croda Brand

别名:

2-acetyl-4-tetrahydroxybutyl imidazole; 2-acetyl-4(5)-tetrahydroxybutyl imidazole; 2-ATHBI

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关于此项目

经验公式(希尔记法):
C9H14N2O5
化学文摘社编号:
分子量:
230.22
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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产品名称

THI, 2-acetyl-5-tetrahydroxybutyl imidazole, powder

assay

>98% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857393P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand 857393P

lipid type

sphingolipids
bioactive lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[nH]1c(ncc1[C@@H](O)[C@H](O)[C@H](O)CO)C(=O)C

InChI

1S/C9H14N2O5/c1-4(13)9-10-2-5(11-9)7(15)8(16)6(14)3-12/h2,6-8,12,14-16H,3H2,1H3,(H,10,11)/t6-,7-,8-/m1/s1

InChI key

CQSIXFHVGKMLGQ-BWZBUEFSSA-N

General description

2-Acetyl-5-tetrahydroxybutyl imidazole (THI) is an inhibitor of sphingosine-1-phosphate lyase (S1P lyase).
Sphingosine-1-phosphate (S1P) lyase catalyzes the irreversible decomposition of S1P to hexadecanaldehyde and phosphoethanolamine. 2-Acetyl-5-tetrahydroxybutyl imidazole (THI) is an inhibitor of S1P lyase. Because S1P lyase is primarily expressed in lymphatic tissue, treatment of mice with THI (50 μg/ml in drinking water) increases lymphoid tissue S1P concentrations 100-fold, reducing lymphocyte egress from thymus and peripheral lymphoid organs. The resulting lymphopenia is reversible following cessation of THI treatment. Reducing S1P lyase activity results in therapeutic levels of immunosuppression without the non-lymphoid lesions that result from synthetic S1P receptor agonists.

Biochem/physiol Actions

2-Acetyl-5-tetrahydroxybutyl imidazole (THI) can block S1P lyase in vivo and up-regulates circulatory and tissue S1P levels. It has the ability to repress dystrophic muscle degeneration.

Packaging

5 mL Amber Glass Screw Cap Vial (857393P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

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Molecular mechanism of sphingosine-1-phosphate action in Duchenne muscular dystrophy
Nguyen TDH, et al.
Disease models & mechanisms, 7(1), 41-54 (2014)
Incomplete inhibition of sphingosine 1-phosphate lyase modulates immune system function yet prevents early lethality and non-lymphoid lesions.
Vogel P, et al.
PLoS ONE, 4(1) (2009)
The immunosuppressive compound 2-acetyl-4-tetrahydroxybutyl imidazole inhibits the allogeneic mixed lymphocyte reaction by sequestration of a recirculating subpopulation of T cells.
Bradbury MG, et al.
Immunology, 87, 80-85 (1996)



全球贸易项目编号

货号GTIN
857393P-1MG04061835191406