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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:
1071-83-6
Molecular Weight:
169.07
UNSPSC Code:
10171502
NACRES:
NA.71
PubChem Substance ID:
24899043
EC Number:
213-997-4
Beilstein/REAXYS Number:
2045054
MDL number:
MFCD00055350

Key Documents

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Product Name

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

InChI key

XDDAORKBJWWYJS-UHFFFAOYSA-N

InChI

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

SMILES string

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

product line

BioReagent

form

powder

technique(s)

cell culture | plant: suitable

mp

230 °C (dec.) (lit.)

application(s)

agriculture

shipped in

ambient

Quality Level

200

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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.

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.

Preparation Note

Preparation and Use

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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Certificates of Analysis (COA)

Lot/Batch Number
SLCM2529
SLCL1740
SLCH2026
SLBV7252
SLBP8167V

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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.
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
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
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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