SML0480
Terreic Acid
from Aspergillus terreus, ≥98% (HPLC)
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About This Item
Formule empirique (notation de Hill):
C7H6O4
Numéro CAS:
Poids moléculaire :
154.12
Code UNSPSC :
12352106
Nomenclature NACRES :
NA.77
Produits recommandés
Source biologique
Aspergillus terreus
Niveau de qualité
Pureté
≥98% (HPLC)
Forme
solid
Solubilité
DMSO: 10 mg/mL
H2O: 2 mg/mL
Température de stockage
−20°C
InChI
1S/C7H6O4/c1-2-3(8)5(10)7-6(11-7)4(2)9/h6-8H,1H3/t6-,7+/m1/s1
Clé InChI
ATFNSNUJZOYXFC-RQJHMYQMSA-N
Application
Terreic Acid has been used to study its effect on alcohol intake and blood alcohol levels (BALs) in High Drinking in the Dark (HDID-1) mice. It has also been used as a supplement for culturing yeast progenitor cells to study its effect on yeast replicative lifespan.
Actions biochimiques/physiologiques
Terreic acid (TA) is a covalent inhibitor of the bacterial cell wall biosynthetic enzyme MurA. The survival of most bacteria depends on the functionality of this cytosolic enzyme. The inactivation of MurA requires the presence of UDP-N-acetylglucosamine 1-Carboxyvinyl transferase, which catalyzes the first step in the biosynthesis of the bacterial cell wall. TA is more potent than the known MurA inhibitor Fosphomycin. TA was also found to severely inhibit the transcription of TNFα and IL-2. TA inhibits protein synthesis by blocking the formation of leucyl-tRNA in sensitive bacteria and inhibits the catalytic effect of Bruton′s tyrosine kinase (Btk), an important factor in B-cell and mast cell activation, by inducing conformational changes that prevent Protein Kinase C (PKC) from interacting with the Btk domain. Moreover, recent studies have demonstrated that TA exhibits a very high level of radical scavenging activity.
Caractéristiques et avantages
This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
Notes préparatoires
Store the product sealed at -20 °C. Under these conditions the product is stable for at least 2 years. Solution of the product in water is not stable and should be prepared immediately before use. Solution of the product in DMSO is stable for at least 2 months at 4 °C.
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Certificats d'analyse (COA)
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Yuko Kawakami et al.
Allergology international : official journal of the Japanese Society of Allergology, 56(4), 403-409 (2007-08-24)
Atopic dermatitis is a chronic or chronically relapsing, pruritic inflammatory skin disease. The incidence of atopic dermatitis has dramatically increased during the past three decades in industrialized countries. We attempted to develop an improved method to induce an animal model
H Yamamoto et al.
The Japanese journal of antibiotics, 33(3), 320-328 (1980-03-01)
It was found that Aspergillus sp. No. Y-8980 which was isolated from a soil sample collected at Yoron Island in Kagoshima Prefecture belonged to Aspergillus terreus group by morphological observation. The active substance produced by the strain was obtained with
A high-throughput screen for yeast replicative lifespan identifies lifespan-extending compounds
Sarnoski EA, et al.
Cell Reports, 21(9), 2639-2646 (2017)
Genome-wide expression profiles drive discovery of novel compounds that reduce binge drinking in mice
Ferguson LB, et al.
Neuropsychopharmacology, 43(6) (2018)
T Subramanian et al.
Toxicology letters, 10(2-3), 249-253 (1982-02-01)
The binding of terreic acid to macromolecules such as nucleic acids and protein was examined. In vivo studies using [14C]terreic acid showed that radioactivity was incorporated into the protein and nucleic acid fractions of the liver mice. In vitro experiments
Articles
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