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Merck

15149

Sigma-Aldrich

N,N-Bis-(phosphonomethyl)-glycin

≥98.0% (T)

Synonym(e):

N-(Carboxymethyl)-iminodi-(methanphosphonsäure)

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About This Item

Empirische Formel (Hill-System):
C4H11NO8P2
CAS-Nummer:
Molekulargewicht:
263.08
Beilstein:
1884944
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

≥98.0% (T)

Funktionelle Gruppe

amine
carboxylic acid

SMILES String

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)

InChIKey

OXHDYFKENBXUEM-UHFFFAOYSA-N

Allgemeine Beschreibung

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

Anwendung

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

Biochem./physiol. Wirkung

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

Piktogramme

Corrosion

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Eye Dam. 1

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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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