58814-86-1
Chemical Structure
Aculeacin A
- CAS No.: 58814-86-1
- Formula:C50H81N7O16
- Molecular Weight:1036.22
IUPAC Name: N-(23-(1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl)-2,11,12,15-tetrahydroxy-6,20-bis(1-hydroxyethyl)-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl)palmitamide
InChIKey: YKPHLXGEPNYRPY-UHFFFAOYSA-N
SMILES: CCCCCCCCCCCCCCCC(NC1C(NC(C(O)C)C(N2C(CC(O)C2)C(NC(C(O)C(O)C3=CC=C(O)C=C3)C(NC(C(O)C)C(N4C(C(O)C(C)C4)C(NC(O)C(O)C1)=O)=O)=O)=O)=O)=O)=O
Biological Activity: Aculeacin A is a β-1,3-glucan synthase inhibitor. Aculeacin A is an antifungal antibiotic. Aculeacin A inhibits cell wall glucan synthesis in growing yeast cells, induces cell lysis, osmotic fragility, cell aggregation and abnormal cell morphology, without affecting the synthesis of proteins, nucleic acids or mannan. Aculeacin A acts only on growing yeast cells and has a narrow antifungal spectrum, mainly targeting Candida and Torulopsis species. Aculeacin A shows reduced activity in human serum and exhibits a paradoxical dose-response pattern. Aculeacin A has an inoculum effect against some Candida albicans strains, and its activity is pH-stable. Aculeacin A can be used in studies of fungal infections, such as those caused by Candida, Torulopsis and other species[1][2][3][4].
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Aculeacin A | Aculeacin A is a β-1,3-glucan synthase inhibitor. Aculeacin A is an antifungal antibiotic. Aculeacin A inhibits cell wall glucan synthesis in growing yeast cells, induces cell lysis, osmotic fragility, cell aggregation and abnormal cell morphology, without affecting the synthesis of proteins, nucleic acids or mannan. Aculeacin A acts only on growing yeast cells and has a narrow antifungal spectrum, mainly targeting Candida and Torulopsis species. Aculeacin A shows reduced activity in human serum and exhibits a paradoxical dose-response pattern. Aculeacin A has an inoculum effect against some Candida albicans strains, and its activity is pH-stable. Aculeacin A can be used in studies of fungal infections, such as those caused by Candida, Torulopsis and other species. | |||||||||||||||||||||
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- [1]. Zhang F, et al. Biochemical and genetic characterization of fungal proline hydroxylase in echinocandin biosynthesis. Applied microbiology and biotechnology. 2018 Sep;102(18):7877-7890. [Content Brief]
- [2]. Mizoguchi J, et al. On the mode of action of a new antifungal antibiotic, aculeacin A: inhibition of cell wall synthesis in Saccharomyces cerevisiae. The Journal of antibiotics. 1977 Apr;30(4):308-13. [Content Brief]
- [3]. Iwata K et al. In vitro studies of aculeacin A, a new antifungal antibiotic. J Antibiot (Tokyo). 1982 Feb;35(2):203-9. [Content Brief]
- [4]. Yamaguchi H et al. Studies on the mechanism of antifungal action of aculeacin A. J Antibiot (Tokyo). 1982 Feb;35(2):210-9. [Content Brief]
Keywords
