PYRROLNITRIN Property

Melting point:

124.5°

Boiling point:

410.5±45.0 °C(Predicted)

Density 

1.5834 (rough estimate)

refractive index 

1.6100 (estimate)

storage temp. 

Store at -20°C

solubility 

DMSO: 10 mM

form 

A solid

pka

14.28±0.50(Predicted)

Safety

Toxicity

LD50 in rats, rabbits (mg/kg): 68, 105 i.p. (Nishida)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

PYRROLNITRIN Chemical Properties,Usage,Production

Description

Pyrrolnitrin, isolated from Pseudomonas species, is highly active against fungi, particularly trichophyte species.

Uses

Antifungal.

Uses

Pyrrolnitrin from Pseudomonas cepacia has been used as a standard in the detection of pyrrolnitrin in Serratia marcescens cell culture extract.

Definition

ChEBI: A member of the class of pyrroles carrying chloro and 3-chloro-2-nitrophenyl substituents at positions 3 and 4 respectively.

Origin

Pyrrolnitrin was found in the cells of Pseudomonas pyrrocinia grownin a medium containing a high concentration of inorganic phosphate.It was discovered by Arima of the University of Tokyo in collaboration with Fujisawa Pharmaceutical Industries Co. in 1965.

Biological Activity

Pyrrolnitrin shows strong activity against a variety of fungi and weak activity against grampositive bacteria.

Biochem/physiol Actions

Pyrrolnitrin blocks the terminal electron transport between succinate or reduced NADH and coenzyme Q. In mitochondria preparations of S. cerevisiae, the antibiotic inhibited succinate oxidase, NADH oxidase, succinate cythochrome C reductase, and NADH-cytochrome C reductase. Pyrrolnitrin is involved in many cellular processes such as oxidative stress, electron transport, DNA and RNA synthesis.