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Key Documents

P9556

Sigma-Aldrich

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
Beilstein:
2045054
EC Number:
MDL number:
UNSPSC Code:
10171502
PubChem Substance ID:
NACRES:
NA.71

product line

BioReagent

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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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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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.
Stephen O Duke et al.
Journal of agricultural and food chemistry, 60(42), 10375-10397 (2012-09-28)
Claims have been made recently that glyphosate-resistant (GR) crops sometimes have mineral deficiencies and increased plant disease. This review evaluates the literature that is germane to these claims. Our conclusions are: (1) although there is conflicting literature on the effects
Pedro J Christoffoleti et al.
Pest management science, 64(4), 422-427 (2008-02-20)
South America represents about 12% of the global land area, and Brazil roughly corresponds to 47% of that. The major sustainable agricultural system in South America is based on a no-tillage cropping system, which is a worldwide adopted agricultural conservation
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

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