Skip to Content
Merck
All Photos(3)

Key Documents

902314

Sigma-Aldrich

[CpRu(Fmoc-tyrosin)]CF3CO2

Synonym(s):

Fmoc-protected ruthenium tyrosine amino acid derivative, Peptide radiolabel precursor, [18F]Fluorophenylalanine peptide residue precursor

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C31H26F3NO7Ru
Molecular Weight:
682.61
UNSPSC Code:
12352209
NACRES:
NA.26

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

mp

>300 °C

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

O[C]1[CH][CH][C](CC(NC(OCC2C(C=CC=C3)=C3C4=C2C=CC=C4)=O)C(O)=O)[CH][CH]1.F[C-](F)F.O=C=O.[Ru+].c5cccc5

Application

The Ritter lab has developed a new method for direct labeling of polypeptides with the [18F]fluoride radiolabel. This Fmoc-protected ruthenium tyrosine is first incorporated into peptides, which is amenable to standard solid-phase peptide synthesis (SPPS) and is tolerant of all 20 canonical amino acids. Subsequent replacement of a single hydrogen with fluorine-18, with only minimal perturbation of the peptide structure, results in a site-specific, radiolabeled peptide tracer for use with positron emission tomography (PET) imaging in the study of various biological applications.

Caution

Research quantities limited to 10 g.

Legal Information

Patent Application EP18204755.5
This product is manufactured pursuant to a license with Studiengesellschaft Kohle mbH

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jens Rickmeier et al.
Angewandte Chemie (International ed. in English), 57(43), 14207-14211 (2018-09-07)
Radiolabeled receptor-binding peptides are an important class of positron emission tomography tracers owing to achievable high binding affinities and their rapid blood clearance. Herein, a method to introduce a 4-[18 F]fluoro-phenylalanine residue into peptide sequences is reported, by chemoselective radio-deoxyfluorination

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