337757

Sigma-Aldrich

N-(Phosphonomethyl)glycine

96%

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%

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis: suitable

mp

230 °C (dec.) (lit.)

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

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.

Packaging

250 mg in glass insert
1, 5 g in glass bottle

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Glyphosate: a once?in?a?century herbicide.
Duke S O and Powles S B
Pest Management Science, 64(4), 319-325 (2008)
Biochemical effects of glyphosate (N-(phosphonomethyl) glycine)[Lemna, higher plants, phenylalanine ammonialyase].
Hoagland R E and Duke S O
ACS Symp. Ser. (1982)
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)
Protocols
EPA Method 547 outlines the analysis of glyphosate in drinking water by direct aqueous injection HPLC, post column derivatization, and fluorescence detection
Read More
LC/MS Analysis of Glyphosate and Metabolites on apHera™ NH2, 2 mm I.D. Column
Read More

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