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337757

Sigma-Aldrich

N-(Phosphonomethyl)glycine

96%

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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:
NACRES:
NA.22

Quality Level

assay

96%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

230 °C (dec.) (lit.)

application(s)

peptide synthesis

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
89432P955690479
N-(Phosphonomethyl)glycine 96%

337757

N-(Phosphonomethyl)glycine

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

89432

Glyphosate

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

P9556

N-(Phosphonomethyl)glycine

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

90479

Glyphosate-2-13C,15N

assay

96%

assay

-

assay

-

assay

≥99% (HPLC)

Quality Level

100

Quality Level

300

Quality Level

200

Quality Level

200

mp

230 °C (dec.) (lit.)

mp

230 °C (dec.) (lit.)

mp

230 °C (dec.) (lit.)

mp

230 °C (dec.) (lit.)

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

-

reaction suitability

-

reaction suitability

-

application(s)

peptide synthesis

application(s)

-

application(s)

agriculture

application(s)

agriculture
environmental

General description

N-(Phosphonomethyl)glycine (Glyphosate) is a broad spectrum, non-selective systemic herbicide. It plays an important role in inhibiting the activity of 5-enolpyruvylshikimic acid-3-phosphate synthase, which is involved in aromatic amino acid biosynthesis. Due to its chelation property, glyphosate can form coordinate complexes with a wide range of metal ions.

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

Slide 1 of 3

1 of 3

Glyphosate: a once?in?a?century herbicide.
Duke S O and Powles S B
Pest Management Science, 64(4), 319-325 (2008)
Hui Gao et al.
Journal of applied toxicology : JAT, 39(8), 1096-1107 (2019-03-26)
Glyphosate-based herbicides have been used worldwide for decades and have been suggested to induce nephrotoxicity, but the underlying mechanism is not yet clear. In this study, we treated a human renal proximal tubule cell line (HK-2) with glyphosate for 24 hours
The herbicide glyphosate is a potent inhibitor of 5-enolpyruvylshikimic acid-3-phosphate synthase.
Steinrucken H C and Amrhein N
Biochemical and Biophysical Research Communications, 94(4), 1207-1212 (1980)
Metal complexes with N-(phosphonomethyl) glycine (glyphosate): The preparation and characterization of the group 2 metal complexes with glyphosate and the crystal structure of barium glyphosate dihydrate.
Sagatys D S, et al.
Australian Journal of Chemistry, 53(2), 77-81 (2000)
Copper (II) complexes of N-(phosphonomethyl) glycine in aqueous solution: a thermodynamic and spectrophotometric study.
Daniele P G, et al.
Talanta, 45(2), 425-431 (1997)

Protocols

EPA Method 547 outlines the analysis of glyphosate in drinking water by direct aqueous injection HPLC, post column derivatization, and fluorescence detection

LC/MS Analysis of Glyphosate and Metabolites on apHera™ NH2, 2 mm I.D. Column

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