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Merck
모든 사진(1)

주요 문서

SML1874

Sigma-Aldrich

DM-NOFD

≥98% (HPLC)

동의어(들):

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

실험식(Hill 표기법):
C13H15NO5
CAS Number:
Molecular Weight:
265.26
UNSPSC 코드:
12352200
NACRES:
NA.77

Quality Level

분석

≥98% (HPLC)

양식

oil

색상

, colorless to dark yellow

저장 온도

2-8°C

SMILES string

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

일반 설명

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

생화학적/생리학적 작용

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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문서 라이브러리 방문

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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