SML1874
DM-NOFD
≥98% (HPLC)
Synonym(s):
Dimethyl N-oxalyl-D-phenylalanine, N-(2-Methoxy-2-oxoacetyl)-D-phenylalanine methyl ester, N-Oxalyl-D-phenylalanine dimethyl ester
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About This Item
Empirical Formula (Hill Notation):
C13H15NO5
CAS Number:
Molecular Weight:
265.26
UNSPSC Code:
12352200
NACRES:
NA.77
Quality Level
Assay
≥98% (HPLC)
form
oil
color
, colorless to dark yellow
storage temp.
2-8°C
SMILES string
O=C(C(N[C@H](CC1=CC=CC=C1)C(OC)=O)=O)OC
General description
Dimethyl N-oxalyl-D-phenylalanine (DM-NOFD) is a small FIH (factor-inhibiting) inhibitor molecule.
Biochem/physiol Actions
DM-NOFD is a cell penetrant, prodrug of NOFD a potent and selective inhibitor of an asparaginyl hydroxylase FIH (factor-inhibiting HIF). DM-NOFD efficiently reduces HIF1a CAD (C-terminal activating domain) hydroxylation in MCF-7 cells.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Michael A McDonough et al.
Journal of the American Chemical Society, 127(21), 7680-7681 (2005-05-26)
A set of four non-heme iron(II) and 2-oxoglutarate-dependent enzymes catalyze the post-translational modification of a transcription factor, hypoxia inducible factor (HIF), that mediates the hypoxic response in animals. Hydroxylation of HIF both causes its degradation and limits its activity. We
Tuning the transcriptional response to hypoxia by inhibiting HIF prolyl-and asparaginyl-hydroxylases.
Chan MC, et al.
The Journal of Biological Chemistry, jbc-M116 (2016)
Mun Chiang Chan et al.
The Journal of biological chemistry, 291(39), 20661-20673 (2016-08-10)
The hypoxia-inducible factor (HIF) system orchestrates cellular responses to hypoxia in animals. HIF is an α/β-heterodimeric transcription factor that regulates the expression of hundreds of genes in a tissue context-dependent manner. The major hypoxia-sensing component of the HIF system involves
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