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15149

Sigma-Aldrich

N,N-Bis(phosphonomethyl)glycine

≥98.0% (T)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C4H11NO8P2
Numéro CAS:
2439-99-8
Poids moléculaire :
263.08
Numéro Beilstein :
1884944
Numéro CE :
219-468-4
Numéro MDL:
MFCD00056670
Code UNSPSC :
12352100
ID de substance PubChem :
329750747
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

≥98.0% (T)

Chaîne SMILES 

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

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)

Clé InChI

OXHDYFKENBXUEM-UHFFFAOYSA-N

Description générale

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

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.†

Actions biochimiques/physiologiques

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

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H318

Conseils de prudence

P280 - P305 + P351 + P338

Classification des risques

Eye Dam. 1

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
W R Harris et al.
Biochemistry, 30(28), 6930-6936 (1991-07-16)
Difference ultraviolet spectroscopy has been used to monitor the binding of a series of phosphonate ligands to human apotransferrin. The ligands consist of pyrophosphate as well as the phosphonic acids (aminomethyl)phosphonic acid (AMPA), (hydroxymethyl)phosphonic acid (HMP), (phosphonomethyl)-iminodiacetic acid (PIDA), N,N-bis(phosphonomethyl)glycine
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
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