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About This Item
Empirical Formula (Hill Notation):
C11H17N2O4PS
CAS Number:
Molecular Weight:
304.30
EC Number:
252-829-4
MDL number:
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
Beilstein/REAXYS Number:
2000833
InChI
1S/C11H17N2O4PS/c1-8(2)12-18(19,16-4)17-11-6-5-9(3)7-10(11)13(14)15/h5-8H,1-4H3,(H,12,19)
InChI key
VHEWQRWLIDWRMR-UHFFFAOYSA-N
grade
analytical standard, reference material
product line
PESTANAL®
assay
≥98% (GC)
form
powder or crystals
shelf life
limited shelf life, expiry date on the label
mp
~65 °C
application(s)
agriculture
environmental
format
neat
storage temp.
2-8°C
Quality Level
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Biochem/physiol Actions
Herbicide that prevents microtubule polymerization in plant cells, but not animal cells. Crop plants resistant to amiprofos-methyl and several other herbicides have been developed by insertion of a xenobiotic-detoxifying human gene CYP2B6.
Legal Information
PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
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C L Wymer et al.
Plant physiology, 110(2), 425-430 (1996-02-01)
Microfibril deposition in most plant cells is influenced by cortical microtubules. Thus, cortical microtubules are templates that provide spatial information to the cell wall. How cortical microtubules acquire their spatial information and are positioned is unknown. There are indications that
C Hertel et al.
The Biochemical journal, 212(3), 567-572 (1983-06-15)
In maize mitochondria the effect of the herbicide amiprophosmethyl was studied on massive and limited Ca2+-loading and on mitochondrial energy transduction. Under massive Ca2+-loading conditions amiprophosmethyl inhibited the Ca2+ transport system directly without a significant effect on the respiratory chain
S W James et al.
Current genetics, 15(6), 443-452 (1989-06-01)
Three independent pleiotropic drug-resistance (pdr) mutants were isolated by selecting for resistance to the anti-microtubule herbicides amiprophos-methyl (APM) and oryzalin (ORY). These three mutants and a previously isolated mutant, ani1 (anisomycin resistance), were semi-dominant in heterozygous diploids, and they displayed
Harjinder Singh Sardar et al.
Plant physiology, 142(4), 1469-1479 (2006-10-24)
Arabinogalactan proteins (AGPs), a superfamily of plant hydroxyproline-rich glycoproteins, are present at cell surfaces. Although precise functions of AGPs remain elusive, they are widely implicated in plant growth and development. A well-characterized classical tomato (Lycopersicon esculentum) AGP containing a glycosylphosphatidylinositol
G M Walker
Journal of general microbiology, 128(1), 61-71 (1982-01-01)
Of the seven antimicrotubular drugs tested, nocodazole, mebendazole and trifluralin at saturable concentrations failed to inhibit cell division in Schizosaccharomyces pombe, while carbendazim, thiabendazole and chloropropham each at 50 micrograms ml- and amiprophos methyl at 200 micrograms ml-1 completely arrested
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