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NIKKOMYCIN Z

Basic information Safety Supplier Related

NIKKOMYCIN Z Basic information

Product Name:
NIKKOMYCIN Z
Synonyms:
  • NIKKOMYCIN
  • NIKKOMYCIN Z
  • NIKKOMYCIN Z, STREPTOMYCES TENDAE
  • (2s-(2r*,3r*,4r*))-l)
  • 5-((2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-beta-d-allofuranuronicaci
  • methyl-1-oxobutyl)amino)-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2h)-pyrimidiny
  • neopolyoxinc
  • nikkomycin Z from streptomyces tendae
CAS:
59456-70-1
MF:
C20H25N5O10
MW:
495.44
Product Categories:
  • AntifungalGlycobiology
  • InhibitorsAntibiotics
  • Peptidyl Nucleosides
  • Antibiotics
  • Peptidyl NucleosidesMore...Close...
  • Inhibitors and Substrates
  • Antibiotics A to
  • Antibiotics N-SAntibiotics
  • AntifungalAntibiotics
  • Chemical Structure Class
  • Inhibits an EnzymeAntibiotics
  • Interferes with Cell Wall SynthesisAntibiotics
  • Mechanism of Action
  • Spectrum of Activity
Mol File:
59456-70-1.mol
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NIKKOMYCIN Z Chemical Properties

Density 
1.646±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
H2O: soluble5mg/mL
pka
2.70±0.10(Predicted)
form 
Solid
color 
White to off-white
Water Solubility 
Water : ≥ 100 mg/mL (201.84 mM)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
BA2928200
10
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NIKKOMYCIN Z Usage And Synthesis

Description

Nucleoside-type antibiotic isolated from culture filtrates of Streptomyces tendae (19). Some analogs were also prepared by mutasynthesis, utilizing a uracil auxotroph of S. tendae.

Uses

Nikkomycins inhibit the growth of various plant pathogenic fungi but are inactive against bacteria and yeasts. Too susceptible to photodegradation by sunlight to be used in field application, and thus not developed commercially for agricultural use. Among the nikkomycins, nikkomycin Z is an orally active antifungal therapeutic agent for coccidioidomycosis. It is a competitive chitin synthase inhibitor that has been evaluated in mouse models for coccidioidomycosis.

Definition

ChEBI: A uridine-based nucleoside-peptide antibiotic which inhibits fungal chitin biosynthesis by inhibiting chitin synthase.

Pharmacology

By inhibiting chitin synthetase in fungi, nikkomycins inhibit cell wall synthesis, ultimately causing fungal cells to swell and burst.

Metabolism

There are no detailed reports on metabolism/transformation of nikkomycins in the environment.

NIKKOMYCIN ZSupplier

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