Skip to Content
MilliporeSigma
All Photos(4)

Key Documents

337757

Sigma-Aldrich

N-(Phosphonomethyl)glycine

96%, for peptide synthesis

Synonym(s):

Glyphosate

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(HO)2P(O)CH2NHCH2CO2H
CAS Number:
Molecular Weight:
169.07
Beilstein/REAXYS Number:
2045054
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

product name

N-(Phosphonomethyl)glycine, 96%

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

Looking for similar products? Visit Product Comparison Guide

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.

Application

  • Water Pollution Analysis: Campanale et al. assessed glyphosate and AMPA pesticides in river waters and sediments, providing crucial data on the environmental distribution and persistence of N-(Phosphonomethyl)glycine derivatives. This research supports efforts to monitor and regulate environmental pollutants effectively (Campanale et al., 2024).
  • Public Health Studies: Urinary biomonitoring of glyphosate exposure was conducted among farmers, utilizing N-(Phosphonomethyl)glycine as a marker. This study contributes to our understanding of occupational exposure risks and supports the development of health safety guidelines (Chang et al., 2024).

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Biochemical effects of glyphosate (N-(phosphonomethyl) glycine)[Lemna, higher plants, phenylalanine ammonialyase].
Hoagland R E and Duke S O
ACS Symp. Ser. (1982)
The complex chemistry of N-(phosphonomethyl) glycine (glyphosate): preparation and characterization of the ammonium, lithium, sodium (4 polymorphs) and silver (I) complexes.
Sagatys D S, et al.
J. Chem. Soc., Dalton Trans., 19, 3404-3410 (2000)

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service