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Terreic acid

产品编号:BIA-T1695
产品规格:1mg/5mg
价  格:900.00/3150.00
供 应 商:BioAustralis
库  存:常年库存
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Synonyms : (-)-Terreic acid

Specifications

CAS # : 121-40-4

Molecular Formula : C7H6O4

Molecular Weight : 154.1

Source : Aspergillus terreus

Appearance : Off-white solid

Purity : >95% by HPLC

Long Term Storage : -20°C

Solubility : Soluble in ethanol, methanol, DMF or DMSO.

Application Notes

Terreic acid is a hemiquinone isolated as an antibacterial metabolite by Abraham and Florey in 1949. The stereochemistry of terreic acid was resolved by Miller in 1968. Terreic acid possesses broad Gram positive and Gram negative activity. Terreic acid is biosynthesised from 6-methylsalicylic acid and acts as a covalent inhibitor of the bacterial cell wall biosynthetic enzyme, MurA. Recently, terreic acid has been shown to bind to the acetyltransferase domain of a bifunctional enzyme, N-acetylglucosamine-1-phosphate-uridyltransferase/glucosamine-1-phosphate-acetyltransferase (GlmU), in Escherichia coli.

References

1. Abraham E. P. and Florey H. W., in Antibiotics, Florey H.W. et al., eds. Oxford University Press, New York, N. Y., 1949, Vol. I, 337.

2. The structure of terremutin. Miller M.W., Tetrahedron 1968, 24, 4839.

3. The fungal product terreic acid is a covalent inhibitor of the bacterial cell wall biosynthetic enzyme UDPN-acetylglucosamine 1-carboxyvinyltransferase (MurA). Huijong H. et al., Biochem. 2010, 49, 4276.

4. Molecular genetic characterization of terreic acid pathway in Aspergillus terreus. Guo C-J. et al., Org. Lett. 2014, 16, 5250.

5. Escherichia coli N-acetylglucosamine-1-phosphate-uridyltransferase/glucosamine-1-phosphate-cetyltransferase (GlmU) inhibitory activity of terreic cid isolated from Aspergillus terreus. Sharma R. et al., J. Biomol. Screen. 2016, 21, 342.

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