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P1781

Sigma-Aldrich

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
Cristina Müller et al.
European journal of nuclear medicine and molecular imaging, 33(9), 1007-1016 (2006-06-10)
The folate receptor (FR) is a valuable tumour marker, since it is frequently overexpressed on various cancer types. The purpose of the present study was to pre-clinically evaluate novel site-specifically modified (99m)Tc(CO)(3) folate (gamma-derivative 4, alpha-derivative 5) and pteroate (6)
C E Butterworth et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 181(1), 49-58 (1986-01-01)
"No-blood disease" is a severe, feed-related anemia of channel catfish. Pathological features in advanced cases include almost total absence of circulating red blood cells, hepatic fatty change, megaloblastic arrest of hematopoiesis, and intussusceptions of the small intestine. In view of
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
Ratnesh Jain et al.
International journal of pharmaceutics, 420(1), 147-155 (2011-09-03)
Enhanced intracellular internalization of the anti-cancer active idarubicin (IDA) was achieved through appropriate surface modification of IDA loaded propyl starch nanoparticles. This was conducted by synthesizing pteroic acid modified polyvinyl alcohol (ptPVA) and employing this stabilizer for formulating the said

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