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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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Preparation and purification of pteroic acid from pteroylglutamic acid (folic acid).
J M Scott
Methods in enzymology, 66, 657-660 (1980-01-01)
Synthesis of pteroylglutamic acid (liver L. casei factor) and pteroic acid.
M E HULTQUIST et al.
Journal of the American Chemical Society, 70(1), 23-23 (1948-01-01)
Sumith A Kularatne et al.
Methods in molecular biology (Clifton, N.J.), 624, 249-265 (2010-03-11)
Nanoparticulate medicines offer the advantage of allowing delivery of large quantities of unmodified drug within the same particle. Nanoparticle uptake by cancer cells can, however, be compromised due to the large size and hydrophilicity of the particle. To circumvent cell
X Yan et al.
Journal of molecular biology, 266(5), 1043-1049 (1997-03-14)
Ricin is a potent cytotoxin which has been used widely in the construction of therapeutic agents such as immunotoxins. Recently it has been used by governments and underground groups as a poison. There is interest in identifying and designing effective

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