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857393P

Avanti

THI

2-acetyl-5-tetrahydroxybutyl imidazole, powder

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C9H14N2O5
Numero CAS:
94944-70-4
Peso molecolare:
230.22
Codice UNSPSC:
12352211
NACRES:
NA.25

Saggio

>98% (TLC)

Forma fisica

powder

Confezionamento

pkg of 1 × 1 mg (857393P-1mg)

Produttore/marchio commerciale

Avanti Research™ - A Croda Brand 857393P

Tipo di lipide

sphingolipids
bioactive lipids

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°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
CQSIXFHVGKMLGQ-BWZBUEFSSA-N

Descrizione generale

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.

Azioni biochim/fisiol

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.

Confezionamento

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

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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)
2-Acetyl-5-tetrahydroxybutyl imidazole (THI) protects 661W cells against oxidative stress
Fabiani C, et al.
Naunyn-Schmiedeberg'S Archives of Pharmacology, 390(7), 741-751 (2017)
Emigration of mature T cells from the thymus is inhibited by the imidazole-based compound 2-acetyl-4-tetrahydroxybutylimidazole.
Gugasyan R, et al.
Immunology, 93, 398-404 (1998)
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)
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