Pulcherriminic acid

For research use only. Not for therapeutic Use.

  • CAT Number: I043277
  • CAS Number: 957-86-8
  • Molecular Formula: C12H20N2O4
  • Molecular Weight: 256.30
  • Purity: ≥95%
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Pulcherriminic acid is a cyclic dipeptide antimicrobial agent with high affinity for Fe3+, found mainly in Bacillus and yeast. Pulcherriminic acid chelates iron ions through a non-enzymatic reaction to form the extracellular red pigment pulcherrimin, which competes for iron nutrition and thus achieves an antibacterial effect. Pulcherriminic acid has great applications in food, agriculture and medical industries[1][2].
Pulcherriminic acid can inhibit the formation of Bacillus subtilis biofilm[2].
Pulcherriminic acid can form insoluble red pigment pulcherrimin in the presence of Fe3+ to compete for iron nutrients, thereby inhibiting the growth of Metschnikowia yeasts[3].


Catalog Number I043277
CAS Number 957-86-8
Synonyms

1,5-dihydroxy-3,6-bis(2-methylpropyl)-4-oxidopyrazin-4-ium-2-one

Molecular Formula C12H20N2O4
Purity ≥95%
InChI InChI=1S/C12H20N2O4/c1-7(2)5-9-11(15)14(18)10(6-8(3)4)12(16)13(9)17/h7-8,15,17H,5-6H2,1-4H3
InChIKey BUHPPQFOKKRDPX-UHFFFAOYSA-N
SMILES CC(C)CC1=C([N+](=C(C(=O)N1O)CC(C)C)[O-])O
Reference

[1]. Siqi Yuan, et al. Research Progress of the Biosynthesis of Natural Bio-Antibacterial Agent Pulcherriminic Acid in Bacillus. Molecules. 2020 Nov 28;25(23):5611.
 [Content Brief]

[2]. Sofia Arnaouteli, et al. Pulcherrimin formation controls growth arrest of the Bacillus subtilis biofilm. Proc Natl Acad Sci U S A. 2019 Jul 2;116(27):13553-13562
 [Content Brief]

[3]. Vytautas Melvydas, et al. In vitro inhibition of Saccharomyces cerevisiae growth by Metschnikowia spp. triggered by fast removal of iron via two ways. Braz J Microbiol. 2020 Dec;51(4):1953-1964. doi: 10.1007/s42770-020-00357-3. Epub 2020 Aug 11.
 [Content Brief]

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