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Merck
CN

P8861

Pyrrolnitrin

from Pseudomonas cepacia, ≥98% (HPLC), antibiotic, solid

Synonym(s):

3-Chloro-4-(3-chloro-2-nitrophenyl)pyrrole

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About This Item

CAS Number:
1018-71-9
UNSPSC Code:
12352200
PubChem Substance ID:
24898985
NACRES:
NA.77
EC Number:
213-812-7
MDL number:
MFCD00865605

Key Documents

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Product Name

Pyrrolnitrin from Pseudomonas cepacia, ≥98% (HPLC), solid

SMILES string

[O-][N+](=O)c1c(Cl)cccc1-c2c[nH]cc2Cl

InChI key

QJBZDBLBQWFTPZ-UHFFFAOYSA-N

InChI

1S/C10H6Cl2N2O2/c11-8-3-1-2-6(10(8)14(15)16)7-4-13-5-9(7)12/h1-5,13H

assay

≥98% (HPLC)

form

solid

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

shipped in

wet ice

storage temp.

−20°C

Quality Level

200

Related Categories

Application

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

Biochem/physiol Actions

The purified antibiotic has strong antifungal activity and is less efficient against bacteria or yeast.
Pyrrolnitrin is a metabolite, produced by Pseudomonas sp.
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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000284651
0000281003
0000245427
0000240719
0000245427

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El-Banna, N., and Winkelmann, G.
Applied Microbiology, 85, 69-69 (1998)
Magdalena M Rose et al.
Environmental microbiology, 23(9), 5525-5540 (2021-08-05)
The unicellular alga Chlamydomonas reinhardtii and the bacterium Pseudomonas protegens serve as a model to study the interactions between photosynthetic and heterotrophic microorganisms. P. protegens secretes the cyclic lipopeptide orfamide A that interferes with cytosolic Ca2+ homeostasis in C. reinhardtii
Chernin, L., et al.
Current Microbiology, 32, 208-208 (1996)
Suppression of damping-off of cucumber caused by Pythium ultimum with live cells and extracts of Serratia marcescens N4-5
Roberts DP, et al.
Soil Biology and Biochemistry, 39(9), 2275-2288 (2007)
Natural Antimicrobials for the Minimal Processing of Foods, 201-201 (2003)

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