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P9556

Sigma-Aldrich

N-(Phosphonomethyl)glycine

BioReagent, suitable for plant cell culture

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Synonym(s):
Glyphosate
Linear Formula:
(HO)2P(O)CH2NHCH2CO2H
CAS Number:
Molecular Weight:
169.07
Beilstein/REAXYS Number:
2045054
EC Number:
MDL number:
PubChem Substance ID:

product line

BioReagent

Quality Level

form

powder

technique(s)

cell culture | plant: suitable

mp

230 °C (dec.) (lit.)

application(s)

agriculture

shipped in

ambient

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

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This Item
8943290479C1794
N-(Phosphonomethyl)glycine BioReagent, suitable for plant cell culture

P9556

N-(Phosphonomethyl)glycine

Glyphosate certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

89432

Glyphosate

Glyphosate-2-13C,15N PESTANAL®, analytical standard

90479

Glyphosate-2-13C,15N

Cellulase from Trichoderma sp. BioReagent, suitable for plant cell culture, 3-10 units/mg solid

C1794

Cellulase from Trichoderma sp.

application(s)

agriculture

application(s)

-

application(s)

agriculture
environmental

application(s)

agriculture

technique(s)

cell culture | plant: suitable

technique(s)

gas chromatography (GC): suitable

technique(s)

-

technique(s)

cell culture | plant: suitable

shipped in

ambient

shipped in

-

shipped in

-

shipped in

-

product line

BioReagent

product line

TraceCERT®

product line

PESTANAL®

product line

BioReagent

mp

230 °C (dec.) (lit.)

mp

230 °C (dec.) (lit.)

mp

230 °C (dec.) (lit.)

mp

-

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

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

Preparation Note

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Customers Also Viewed

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
Stephen O Duke et al.
Pest management science, 64(4), 319-325 (2008-02-15)
Since its commercial introduction in 1974, glyphosate [N-(phosphonomethyl)glycine] has become the dominant herbicide worldwide. There are several reasons for its success. Glyphosate is a highly effective broad-spectrum herbicide, yet it is very toxicologically and environmentally safe. Glyphosate translocates well, and
Dale L Shaner et al.
Pest management science, 68(1), 3-9 (2011-08-16)
The intensive use of glyphosate alone to manage weeds has selected populations that are glyphosate resistant. The three mechanisms of glyphosate resistance that have been elucidated are (1) target-site mutations, (2) gene amplification and (3) altered translocation due to sequestration.

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