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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:
119-24-4
Molecular Weight:
312.28
MDL number:
MFCD00075823
UNSPSC Code:
12352100
PubChem Substance ID:
57654505
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
Synthesis of pteroylglutamic acid (liver L. casei factor) and pteroic acid.
C W WALLER et al.
Journal of the American Chemical Society, 70(1), 19-22 (1948-01-01)
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)
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
P J Vickers et al.
Canadian journal of biochemistry and cell biology = Revue canadienne de biochimie et biologie cellulaire, 63(7), 777-779 (1985-07-01)
The glutamylation of methotrexate catalyzed by beef liver folypolyglutamate synthetase (FPGS) is activated by addition of pteroic acid. Pteroic acid causes greater stimulation of FPGS, including glutamylation of tetrahydrofolate, at neutral pH values (i.e., below the pH optimum of 8.4).
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