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Merck
CN

15149

N,N-Bis(phosphonomethyl)glycine

≥98.0% (T)

Synonym(s):

N-(Carboxymethyl)iminodi(methylphosphinic acid), Glyphosine

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About This Item

Empirical Formula (Hill Notation):
C4H11NO8P2
CAS Number:
Molecular Weight:
263.08
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
219-468-4
Beilstein/REAXYS Number:
1884944
MDL number:
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Product Name

N,N-Bis(phosphonomethyl)glycine, ≥98.0% (T)

InChI key

OXHDYFKENBXUEM-UHFFFAOYSA-N

InChI

1S/C4H11NO8P2/c6-4(7)1-5(2-14(8,9)10)3-15(11,12)13/h1-3H2,(H,6,7)(H2,8,9,10)(H2,11,12,13)

SMILES string

O=P(CN(CP(O)(O)=O)CC(O)=O)(O)O

assay

≥98.0% (T)

functional group

amine
carboxylic acid

Quality Level

Application

Application: Complexing agent; pK-values: pK1: ·2, pK2: 2.0, pK3: 5.20, pK4: 6.77, pK5: 10.89

Anti-diabetic; delay onset of diabetes in non-obese NOD mice

Glyphosine binds to a pocket of MHC class II molecules I-Ag7 and DQ8, and modify T cell responses to the autoantigenic insulin B chain fragment 9–23 (B:9–23) peptide. Glyphosine stimulate IL-10 production and delay onset of diabetes in non-obese NOD mice.†

Biochem/physiol Actions

Anti-diabetic; delay onset of diabetes in non-obese NOD mice

General description

N,N-Bis(phosphonomethyl)glycine was present in the ligand bound to human apotransferrin.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品
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Eva Orejuela et al.
Electrophoresis, 26(23), 4478-4485 (2005-11-01)
A straightforward and sensitive method has been developed for the analysis of phosphorus-containing amino acid herbicides (glufosinate and aminomethylphosphonic acid, the major metabolite of glyphosate) in soil samples. For this purpose, the analytical features of two indocyanine fluorescent dyes, sulfoindocyanine
L J Olson et al.
Toxicology, 30(2), 103-114 (1984-03-01)
Exposure to the plant growth regulators, chlorocholine chloride (CCC) and glyphosine (GPS), resulted in significant immunomodulatory effects after feeding to deer mice (Peromyscus maniculatus) for 28 days. Cyclophosphamide (CP) and saline controls were included. Both CCC and GPS feeding levels
Aaron W Michels et al.
Journal of immunology (Baltimore, Md. : 1950), 187(11), 5921-5930 (2011-11-02)
Class II major histocompatibility molecules are the primary susceptibility locus for many autoimmune disorders, including type 1 diabetes. Human DQ8 and I-A(g7), in the NOD mouse model of spontaneous autoimmune diabetes, confers diabetes risk by modulating presentation of specific islet
C T Bailey et al.
Biochemistry, 36(33), 10105-10108 (1997-08-19)
The mechanism by which the iron-transport protein transferrin releases its iron in vivo is presently unclear. In vitro studies have implicated two concurrent chelator-mediated iron-release pathways: one which is hyperbolic in nature, involving a conformational change in the protein as
Markus Galanski et al.
Journal of medicinal chemistry, 46(23), 4946-4951 (2003-10-31)
A series of osteotropic (bone-seeking) [(bis(phosphonomethyl)amino-kappaN)acetato-kappaO(2-)]platinum(II) complexes attached to diammine, ethane-1,2-diamine, cis-R,S-cyclohexane-1,2-diamine, trans-S,S-cyclohexane-1,2-diamine, or trans-R,R-cyclohexane-1,2-diamine has been synthesized in accord with the concept of drug targeting and characterized by elemental analysis, (1)H, (13)C, and (31)P NMR spectroscopy. The in vitro

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