Protein Information

Name protoporphyrinogen oxidase
Synonyms Mutant protoporphyrinogen oxidase; VP; PPO; PPOX; Protoporphyrinogen oxidase; V290M; Protoporphyrinogen oxidases

Compound Information

Name oxyfluorfen
CAS 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene

Reference List

PubMed Abstract RScore(About this table)
15890521 Jung S, Back K: Herbicidal and antioxidant responses of transgenic rice overexpressing Myxococcus xanthus protoporphyrinogen oxidase. Plant Physiol Biochem. 2005 May;43(5):423-30. Epub 2005 Apr 25.

Leaf squares of the wild-type incubated with oxyfluorfen were characterized by necrotic leaf lesions and increases in conductivity and malonyldialdehyde levels, whereas transgenic lines M4 and M7 did not show any change with up to 100 microM oxyfluorfen.
2(0,0,0,2) Details
8902268 Birchfield NB, Casida JE: Protoporphyrinogen oxidase: high affinity tetrahydrophthalimide radioligand for the inhibitor/herbicide-binding site in mouse liver mitochondria. Chem Res Toxicol. 1996 Oct-Nov;9(7):1135-9.

It is also suitable to determine in vivo block as illustrated by an approximately 50% decrease in [3H] THP binding in liver mitochondria from mice treated ip with oxyfluorfen at 4 mg/kg.
2(0,0,0,2) Details
9431441 Krijt J, Stranska P, Maruna P, Vokurka M, Sanitrak J: Herbicide-induced experimental variegate porphyria in mice: tissue porphyrinogen accumulation and response to porphyrogenic drugs. Can J Physiol Pharmacol. 1997 Oct-Nov;75(10-11):1181-7.

Administration of oxadiazon or oxyfluorfen (1000 ppm in the diet) to male BALB/c mice for 9 days resulted in experimental porphyria, resembling the acute phase of human variegate porphyria.
Both herbicides caused a decrease of protoporphyrinogen oxidase activity in liver and kidney.
1(0,0,0,1) Details
11517729 Warabi E, Usui K, Tanaka Y, Matsumoto H: Resistance of a soybean cell line to oxyfluorfen by overproduction of mitochondrial protoporphyrinogen oxidase. Pest Manag Sci. 2001 Aug;57(8):743-8.

The diphenyl ether herbicide oxyfluorfen (2-chloro-4-trifluoromethylphenyl 3-ethoxy-4-nitrophenyl ether) inhibits protoporphyrinogen oxidase (Protox) which catalyzes the oxidation of protoporphyrinogen IX (Protogen) to protoporphyrin IX (Proto IX), the last step of the common pathway to chlorophyll and haeme biosynthesis.
87(1,1,2,2) Details
12941291 Jeong E, Houn T, Kuk Y, Kim ES, Chandru HK, Baik M, Back K, Guh JO, Han O: A point mutation of valine-311 to methionine in Bacillus subtilis protoporphyrinogen oxidase does not greatly increase resistance to the diphenyl ether herbicide oxyfluorfen. Bioorg Chem. 2003 Oct;31(5):389-97.

When oxyfluorfen was used as a competitive inhibitor, the Val311Met mutant protoporphyrinogen oxidase showed an increased inhibition constant about 1.5 times that of wild type protoporphyrinogen oxidase.
83(1,1,1,3) Details
9051416 Rio B, Parent-Massin D, Lautraite S, Hoellinger H: Effects of a diphenyl-ether herbicide, oxyfluorfen, on human BFU-E/CFU-E development and haemoglobin synthesis. Hum Exp Toxicol. 1997 Feb;16(2):115-22.

The diphenyl-ether herbicides exert their phytotoxic activity by preventing chlorophyll formation in plants as a result of inhibition of protoporphyrinogen oxidase.
2(0,0,0,2) Details
10945344 Lee HJ, Lee SB, Chung JS, Han SU, Han O, Guh JO, Jeon JS, An G, Back K: Transgenic rice plants expressing a Bacillus subtilis protoporphyrinogen oxidase gene are resistant to diphenyl ether herbicide oxyfluorfen. Plant Cell Physiol. 2000 Jun;41(6):743-9.
7(0,0,1,2) Details