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SML0480

Terreic Acid

from Aspergillus terreus, ≥98% (HPLC)

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C7H6O4
Numer CAS:
Masa cząsteczkowa:
154.12
UNSPSC Code:
12352106
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid


biological source

Aspergillus terreus

Quality Segment

assay

≥98% (HPLC)

form

solid

solubility

DMSO: 10 mg/mL, H2O: 2 mg/mL

storage temp.

−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

InChI key

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.

Biochem/physiol Actions

Terreic acid (TA) is a covalent inhibitor of the bacterial cell wall biosynthetic enzyme MurA.
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.

Features and Benefits

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.

Preparation Note

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.
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Ta pozycja
C0869U6883C5865
assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

form

solid

form

solid (fluffy)

form

solid

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: 10 mg/mL, H2O: 2 mg/mL

solubility

DMSO: >10 mg/mL, H2O: insoluble

solubility

H2O: >10 mg/mL

solubility

DMSO: >10 mg/mL, H2O: insoluble

biological source

Aspergillus terreus

biological source

-

biological source

-

biological source

-


Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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