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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:
1071-83-6
Molecular Weight:
169.07
Beilstein:
2045054
EC Number:
213-997-4
MDL number:
MFCD00055350
PubChem Substance ID:
24899043

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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1 of 4

This Item
3377574552190479
N-(Phosphonomethyl)glycine BioReagent, suitable for plant cell culture

Sigma-Aldrich

P9556

N-(Phosphonomethyl)glycine

N-(Phosphonomethyl)glycine 96%

Sigma-Aldrich

337757

N-(Phosphonomethyl)glycine

Glyphosate PESTANAL®, analytical standard

Supelco

45521

Glyphosate

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

Supelco

90479

Glyphosate-2-13C,15N

technique(s)

cell culture | plant: suitable

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

application(s)

agriculture

application(s)

peptide synthesis

application(s)

agriculture
environmental

application(s)

agriculture
environmental

shipped in

ambient

shipped in

-

shipped in

-

shipped in

-

product line

BioReagent

product line

-

product line

PESTANAL®

product line

PESTANAL®

mp

230 °C (dec.) (lit.)

mp

230 °C (dec.) (lit.)

mp

230 °C (dec.) (lit.)

mp

230 °C (dec.) (lit.)

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

Preparation and Use

Signal Word

Danger

Hazard Statements

H312 - H318 - H411

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

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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.
Hugh J Beckie
Pest management science, 67(9), 1037-1048 (2011-05-07)
This review focuses on proactive and reactive management of glyphosate-resistant (GR) weeds. Glyphosate resistance in weeds has evolved under recurrent glyphosate usage, with little or no diversity in weed management practices. The main herbicide strategy for proactively or reactively managing
Amy Lavin Williams et al.
Journal of toxicology and environmental health. Part B, Critical reviews, 15(1), 39-96 (2011-12-29)
Glyphosate is the active ingredient of several widely used herbicide formulations. Glyphosate targets the shikimate metabolic pathway, which is found in plants but not in animals. Despite the relative safety of glyphosate, various adverse developmental and reproductive problems have been
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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