P1781
Pteroic acid
≥93%
Synonym(s):
4-{[(2-Amino-4-hydroxypteridin-6-yl)methyl]amino}benzoic acid
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About This Item
Empirical Formula (Hill Notation):
C14H12N6O3
CAS Number:
Molecular Weight:
312.28
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥93%
form
powder
SMILES string
NC1=NC(=O)C2=NC(CNc3ccc(cc3)C(O)=O)=CNC2=N1
InChI
1S/C14H12N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,6,16H,5H2,(H,22,23)(H3,15,17,19,20,21)
InChI key
JOAQINSXLLMRCV-UHFFFAOYSA-N
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Application
Pteroic acid can be used as a starting material to synthesize labeled folate binding protein (FBP) ligands, which are used in many homogeneous chemiluminescent assay formats for the detection of folic acid.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Maciej Adamczyk et al.
Bioorganic & medicinal chemistry letters, 14(9), 2313-2317 (2004-04-15)
N(10)-Trifluoroacetylpteroic acid was conjugated to chemiluminescent N-sulfonylacridinium-9-carboxamide labels at the N(10) or 9-position carboxamide. Upon binding to folate binding protein the light output of the N(10) derivative (9) was quenched up to 62% upon triggering with basic peroxide, while the
Application of halogeno-ketones to the synthesis of pteridines, including pteroic acid.
F E KING et al.
Nature, 164(4170), 574-574 (1949-10-01)
Kerim Babaoglu et al.
Structure (London, England : 1993), 12(9), 1705-1717 (2004-09-03)
Dihydropterate synthase (DHPS) is the target for the sulfonamide class of antibiotics, but increasing resistance has encouraged the development of new therapeutic agents against this enzyme. One approach is to identify molecules that occupy the pterin binding pocket which is
H S Tillinghast et al.
Journal of cell science, 87 ( Pt 1), 45-53 (1987-02-01)
Following a previous study indicating a sensitivity to folate during the developmental phase of Dictyostelium discoideum, a series of pteridines were investigated for their ability to induce amoebal chemotaxis during development of this organism. Several compounds were found to resemble
Michael S Lee et al.
The journal of physical chemistry. B, 112(42), 13411-13417 (2008-09-30)
A comparative analysis is provided of the effect of different solvent models on the calculation of a potential of mean force (PMF) for determining the absolute binding affinity of the small molecule inhibitor pteroic acid bound to ricin toxin A-chain
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