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04473

Sigma-Aldrich

2,4-Pyridinedicarboxylic acid

≥98.0%

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Synonym(s):
Lutidinic acid
Empirical Formula (Hill Notation):
C7H5NO4
CAS Number:
Molecular Weight:
167.12
Beilstein/REAXYS Number:
131631
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98.0%
98.0-102.0% (T)

SMILES string

OC(=O)c1ccnc(c1)C(O)=O

InChI

1S/C7H5NO4/c9-6(10)4-1-2-8-5(3-4)7(11)12/h1-3H,(H,9,10)(H,11,12)

InChI key

MJIVRKPEXXHNJT-UHFFFAOYSA-N

Application

2,4-Pyridinedicarboxylic acid is an in vitro and in cell inhibitor, as well as a known inhibitor of the histone lysine demethylases. 2,4-Pyridinedicarboxylic acid has been used in a study to determine that ruthenium(II) complexes exert antimetastatic effects on several tumor cell lines in vitro, achieved mostly by the effect on cell adhesion, migration and angiogenesis. . 2,4-Pyridinedicarboxylic acid has been used in a study to develop an assay that represents the first report of a RapidFire mass spectrometery assay for an epigenetics target.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Line H Kristensen et al.
The FEBS journal, 279(11), 1905-1914 (2012-03-17)
Dynamic methylations and demethylations of histone lysine residues are important for gene regulation and are facilitated by histone methyltransferases and histone demethylases (HDMs). KDM5B/Jarid1B/PLU1 is an H3K4me3/me2-specific lysine demethylase belonging to the JmjC domain-containing family of histone demethylases (JHDMs). Several
G Tschank et al.
The Biochemical journal, 275 ( Pt 2), 469-476 (1991-04-15)
The biochemical and morphological consequences of procollagen prolyl 4-hydroxylase inhibition by pyridine-2,4-dicarboxylic acid (2,4-PDCA) and its diethyl ester (diethyl-2,4-PDC) were studied in chick-embryo calvaria, which predominantly synthesize type I collagen. Half-maximal inhibition of tissue hydroxyproline formation required 650 microM-2,4-PDCA, whereas
Sue E Hutchinson et al.
Journal of biomolecular screening, 17(1), 39-48 (2011-08-24)
A high-throughput RapidFire mass spectrometry assay is described for the JMJD2 family of Fe(2+), O(2), and α-ketoglutarate-dependent histone lysine demethylases. The assay employs a short amino acid peptide substrate, corresponding to the first 15 amino acid residues of histone H3
Rajarshi Choudhury et al.
FEBS letters, 581(14), 2733-2736 (2007-05-29)
Irrespective of their pyridine nucleotide specificity, all glutamate dehydrogenases share a common chemical mechanism that involves an enzyme bound 'iminoglutarate' intermediate. Three compounds, structurally related to this intermediate, were tested for the inhibition of purified NADP-glutamate dehydrogenases from two Aspergilli
Florina Vlad et al.
Physiologia plantarum, 140(2), 199-207 (2010-06-18)
Prolyl 4-hydroxylases (P4Hs) catalyze the proline hydroxylation, a major post-translational modification, of hydroxyproline-rich glycoproteins. Two carnation petal P4H cDNAs, (Dianthus caryophyllus prolyl 4-hydroxylase) DcP4H1 and DcP4H2, were identified and characterized at the gene expression and biochemical level in order to

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