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Merck

P9556

N-(Phosphonomethyl)glycine

BioReagent, suitable for plant cell culture

Synonym(s):

Glyphosate

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About This Item

Linear Formula:
(HO)2P(O)CH2NHCH2CO2H
CAS Number:
Molecular Weight:
169.07
UNSPSC Code:
10171502
NACRES:
NA.71
PubChem Substance ID:
EC Number:
213-997-4
Beilstein/REAXYS Number:
2045054
MDL number:
Technical Service
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product line

BioReagent

Quality Level

form

powder

technique(s)

cell culture | plant: suitable

mp

230 °C (dec.) (lit.)

application(s)

agriculture

shipped in

ambient

storage temp.

room temp

SMILES string

OC(=O)CNCP(O)(O)=O

InChI

1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)

InChI key

XDDAORKBJWWYJS-UHFFFAOYSA-N

General description

Glyphosate (N-(phosphonomethyl)glycine) (sold commercially as Roundup) is the most widely used broad-spectrum systemic herbicide in the world. Consequently, the environmental effects of glyphosphate and its mechanism of action are an important area of active research.

Biochem/physiol Actions

Glyphosphate inhibits the shikimate pathway-dependent synthesis of the aromatic amino acids tyrosine, tryptophan and phenylalanine at the growing points of plants.
Glyphosate (N-[phosphonomethyl] glycine) is the herbicide form of the isopropylamine salt of glyphosate.

Preparation Note



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signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Aquatic Chronic 2 - Eye Dam. 1

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



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Related Content


Apoorva Ravishankar et al.
Environmental pollution (Barking, Essex : 1987), 262, 114359-114359 (2020-05-24)
Glyphosate-based herbicides, the most extensively used herbicides in the world, are available in an enormous number of commercial formulations with varying additives and adjuvants. Here, we study the effects of one such formulation, Credit41, in two genetically diverse yeast strains.
Influence of glyphosate (N-(phosphonomethyl) glycine) on performance and selected parameters in broilers
Kubena L F, et al.
Poultry Science, 60(1), 132-136 (1981)
Stephen O Duke
Journal of agricultural and food chemistry, 59(11), 5835-5841 (2010-10-06)
High levels of aminomethylphosphonic acid (AMPA), the main glyphosate metabolite, have been found in glyphosate-treated, glyphosate-resistant (GR) soybean, apparently due to plant glyphosate oxidoreductase (GOX)-like activity. AMPA is mildly phytotoxic, and under some conditions the AMPA accumulating in GR soybean