Get A Quote

Aspergillic acid

* Please be kindly noted products are not for therapeutic use. We do not sell to patients.

Aspergillic acid
Category Antibiotics
Catalog number BBF-00110
CAS 490-02-8
Molecular Weight 224.30
Molecular Formula C12H20N2O2

Online Inquiry

Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Aspergillic acid is an antibiotic produced by Aspergillus flavus. Aspergillic acid has anti-gram-positive bacteria, gram-negative bacteria, mycobacteria and Candida albicans activities.

  • Specification
  • Properties
  • Reference Reading
  • Price Product List
Synonyms 3-Isobutyl-6-sec-butyl-2-hydroxypyrazine 1-oxide
IUPAC Name 6-butan-2-yl-1-hydroxy-3-(2-methylpropyl)pyrazin-2-one
Canonical SMILES CCC(C)C1=CN=C(C(=O)N1O)CC(C)C
InChI InChI=1S/C12H20N2O2/c1-5-9(4)11-7-13-10(6-8(2)3)12(15)14(11)16/h7-9,16H,5-6H2,1-4H3
InChI Key IUZCDJYHMMWBBE-UHFFFAOYSA-N
Appearance Yellow needle Crystal
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; mycobacteria; yeast
Melting Point 97-99°C
Solubility Soluble in Methanol, Ethanol, Glacial Acetic acid, Acetone, Alkaline Water
1. Identification and functional analysis of the aspergillic acid gene cluster in Aspergillus flavus
Matthew D Lebar, Jeffrey W Cary, Rajtilak Majumdar, Carol H Carter-Wientjes, Brian M Mack, Qijian Wei, Valdet Uka, Sarah De Saeger, José Diana Di Mavungu Fungal Genet Biol. 2018 Jul;116:14-23. doi: 10.1016/j.fgb.2018.04.009. Epub 2018 Apr 16.
Aspergillus flavus can colonize important food staples and produce aflatoxins, a group of toxic and carcinogenic secondary metabolites. Previous in silico analysis of the A. flavus genome revealed 56 gene clusters predicted to be involved in the biosynthesis of secondary metabolites. A. flavus secondary metabolites produced during infection of maize seed are of particular interest, especially with respect to their roles in the biology of the fungus. A predicted nonribosomal peptide synthetase-like (NRPS-like) gene, designated asaC (AFLA_023020), present in the uncharacterized A. flavus secondary metabolite gene cluster 11 was previously shown to be expressed during the earliest stages of maize kernel infection. Cluster 11 is composed of six additional genes encoding a number of putative decorating enzymes as well as a transporter and transcription factor. We generated knock-out mutants of the seven predicted cluster 11 genes. LC-MS analysis of extracts from knockout mutants of these genes showed that they were responsible for the synthesis of the previously characterized antimicrobial mycotoxin aspergillic acid. Extracts of the asaC mutant showed no production of aspergillic acid or its precursors. Knockout of the cluster 11 P450 oxidoreductase afforded a pyrazinone metabolite, the aspergillic acid precursor deoxyaspergillic acid. The formation of hydroxyaspergillic acid was abolished in a desaturase/hydroxylase mutant. The hydroxamic acid functional group in aspergillic acid allows the molecule to bind to iron resulting in the production of a red pigment in A. flavus identified previously as ferriaspergillin. A reduction of aflatoxin B1 and cyclopiazonic acid that correlated with reduced fungal growth was observed in maize kernel infection assays when aspergillic acid biosynthesis in A. flavus is halted.

Bio Calculators

Stock concentration: *
Desired final volume: *
Desired concentration: *

L

* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
g

Recently viewed products

Online Inquiry

Copyright © 2025 BOC Sciences. All rights reserved.

cartIcon
Inquiry Basket