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Key Documents

04473

Sigma-Aldrich

2,4-Pyridinedicarboxylic acid

≥98.0%

Synonym(s):

Lutidinic acid

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About This Item

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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M Kristian Koski et al.
The Journal of biological chemistry, 282(51), 37112-37123 (2007-10-18)
Prolyl 4-hydroxylases (P4Hs) are 2-oxoglutarate dioxygenases that catalyze the hydroxylation of peptidyl prolines. They play an important role in collagen synthesis, oxygen homeostasis, and plant cell wall formation. We describe four structures of a P4H from the green alga Chlamydomonas
Gunnar Schley et al.
The American journal of pathology, 181(5), 1595-1606 (2012-09-05)
The role of proximal versus distal tubular injury in the pathogenesis of acute kidney injury (AKI) is debatable. Inhibition of prolyl hydroxylases that regulate the degradation of hypoxia-inducible transcription factors (HIFs) is a promising therapeutic approach to optimize energy preservation
Nevenka Gligorijević et al.
Journal of inorganic biochemistry, 108, 53-61 (2012-01-24)
In our previous study, ruthenium(II)-p-cymene complexes of general formula [(η(6)-p-cymene)Ru(L)Cl2], L: 3-acetylpyridine (1), 2-amino-5-chloropyridine (2); and [(η(6)-p-cymene)Ru(HL)Cl], HL: 2,3-pyridinedicarboxylic acid (3), 2,4-pyridinedicarboxylic acid (4), revealed low antiproliferative activity, except complex [(η(6)-p-cymene)RuCl(picolinic acid)]·H(2)O (5) which exhibited IC(50) around 80 μM. In
H M Hanauske-Abel
Journal of hepatology, 13 Suppl 3, S8-15 (1991-01-01)
The hydrophilic compound pyridine 2,4-dicarboxylate (2,4-PDCA), designed as a mechanism-based competitive inhibitor of prolyl 4-hydroxylase, is efficiently excluded by the cytoplasmic membrane, but permeates the endoplasmic membrane via a 2,4-PDCA-selective translocator to reach its target enzyme in the intracisternal space.
C K Derian et al.
The Journal of biological chemistry, 264(12), 6615-6618 (1989-04-25)
While a role has been ascribed to the gamma-carboxyglutamate (Gla) residues in vitamin K-dependent coagulation proteins and the enzyme catalyzing this posttranslational modification has been identified and partially characterized, both the functional significance of a second posttranslationally synthesized amino acid

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