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Merck
CN

SML1874

Sigma-Aldrich

DM-NOFD

≥98% (HPLC)

别名:

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

经验公式(希尔记法):
C13H15NO5
分子量:
265.26
UNSPSC代码:
12352200
NACRES:
NA.77

质量水平

方案

≥98% (HPLC)

表单

oil

颜色

, colorless to dark yellow

储存温度

2-8°C

SMILES字符串

O=C(C(N[C@H](CC1=CC=CC=C1)C(OC)=O)=O)OC

InChI

1S/C13H15NO5/c1-18-12(16)10(14-11(15)13(17)19-2)8-9-6-4-3-5-7-9/h3-7,10H,8H2,1-2H3,(H,14,15)/t10-/m1/s1

InChI key

CAUUPQLNYYFMOQ-SNVBAGLBSA-N

一般描述

Dimethyl N-oxalyl-D-phenylalanine (DM-NOFD) is a small FIH (factor-inhibiting) inhibitor molecule.

生化/生理作用

DM-NOFD is a cell penetrant, prodrug of NOFD a potent and selective inhibitor of an asparaginyl hydroxylase FIH (factor-inhibiting HIF).
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.

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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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