861545

Sigma-Aldrich

N10-(Trifluoroacetyl)pteroic acid

95%

Empirical Formula (Hill Notation):
C16H11F3N6O4
CAS Number:
Molecular Weight:
408.29
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

mp

270 °C (dec.) (lit.)

SMILES string

Nc1nc(O)c2nc(CN(c3ccc(cc3)C(O)=O)C(=O)C(F)(F)F)cnc2n1

InChI

1S/C16H11F3N6O4/c17-16(18,19)14(29)25(9-3-1-7(2-4-9)13(27)28)6-8-5-21-11-10(22-8)12(26)24-15(20)23-11/h1-5H,6H2,(H,27,28)(H3,20,21,23,24,26)

InChI key

IJGIHDXKYQLIMA-UHFFFAOYSA-N

Application

N10-(Trifluoroacetyl)pteroic acid is a structural component of folic acid. It can be used as a precursor to synthesize folic acid derivatives, γ-azido modified folic acid, and pteroyl-γ-glutamate-cysteine.

Packaging

25 mg in glass insert

Other Notes

Remainder DMF

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Pteroyl-γ-glutamate-cysteine synthesis and its application in folate receptor-mediated cancer cell targeting using folate-tethered liposomes.
Zhang Y, et al.
Analytical Biochemistry, 332(1), 168-177 (2004)
The facile synthesis of multifunctional PAMAM dendrimer conjugates through copper-free click chemistry.
Huang B, et al.
Bioorganic & Medicinal Chemistry Letters, 22(9), 3152-3156 (2012)
Self?Assembly of Folic Acid Derivatives: Induction of Supramolecular Chirality by Hierarchical Chiral Structures.
Kamikawa Y, et al.
Chemistry?A European Journal , 10(23), 5942-5951 (2004)
Chun-Yen Ke et al.
Journal of the American Chemical Society, 127(20), 7421-7426 (2005-05-19)
The cell membrane folate receptor is a potential molecular target for tumor-selective drug delivery. To probe structural requirements for folate receptor targeting with low molecular weight radiometal chelates, specifically the role of the amino acid fragment of folic acid (pteroylglutamic...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.