scholarly journals Modular solid-phase synthesis, catalytic application and efficient recycling of supported phosphine–phosphite ligand libraries

2016 ◽  
Vol 45 (5) ◽  
pp. 2116-2123 ◽  
Author(s):  
Frank J. L. Heutz ◽  
Paul C. J. Kamer
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Quantitative Yield ◽  
Synthetic Approach ◽  
Phase Synthesis ◽  
Catalytic Application ◽  
Phosphite Ligands ◽  
Minimal Work ◽  
Work Up

A highly modular solid-phase synthetic approach is presented which provides facile access to libraries of recyclable phosphine–phosphite ligands in quantitative yield requiring only minimal work-up.

Solid-Phase Synthesis of DNA Chemical Sensor

2013 ◽  
Vol 815 ◽  
pp. 305-311 ◽  
Author(s):  
Hui Yong Zhang
Keyword(s):  
Nucleic Acid ◽  
Chemical Sensor ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Acid Synthesis ◽  
Synthetic Approach ◽  
Biological Interactions ◽  
Oligonucleotide Synthesis ◽  
Phase Synthesis ◽  
Essential Components

Oligonucleotides are essential components of many applications in molecular biology. The synthesis chemistry is robust and commercial oligonucleotide synthesizers have taken advantage of the chemistry to provide oligonucleotides of high quality and purity. This paper established nucleic acid synthesis platform to carry out the synthesis of the labeled nucleic acid probes based on the DNA synthesizer and solid-phase synthesis technology. We chose to study the automated synthesis starting from DMT protected FAM labeled amidite attached to controlled pore glass (CPG) support and the standard trityl-off oligonucleotide synthesis cycle was performed, yielding the solid-supported oligonucleotide. The reported automated solid-phase oligonucleotide synthesis procedure successfully employs the common iterative synthesis, deblocking, activation, coupling, capping, oxidation, and isolation steps in standard oligonucleotide synthesis. The automated synthetic approach can also be applied to oligonucleotides of different length, composition of nucleotide, demonstrating the universality of the method. Moreover, the synthesis involved the use of commercially available, safe, stable, and inexpensive reagents, particularly advantageous and attractive for their use in automated solid-phase synthesis. The synthesis allows custom tailoring of their structure to the requirements of biological assays within hours, as opposed to traditional approaches that require weeks or months of work in the laboratory. Therefore it will become much easier to investigate biological interactions and optimize for objectives such as the receptor mediated targeting of oligonucleotides.

scholarly journals Solid-Phase Synthesis of Selectively Mono-Fluorobenz(o)ylated Polyamines as a Basis for the Development of 18F-Labeled Radiotracers

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 7012
Author(s):  
Robert Wodtke ◽  
Jens Pietzsch ◽  
Reik Löser
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Single Photon ◽  
Photon Emission ◽  
Emission Computed Tomography ◽  
Synthetic Approach ◽  
Amino Groups ◽  
Phase Synthesis ◽  
Advantages And Disadvantages ◽  
Positron Emission

Polyamines are highly attractive vectors for tumor targeting, particularly with regards to the development of radiolabeled probes for imaging by positron emission (PET) and single-photon emission computed tomography (SPECT). However, the synthesis of selectively functionalized derivatives remains challenging due to the presence of multiple amino groups of similar reactivity. In this work, we established a synthetic methodology for the selective mono-fluorobenz(o)ylation of various biogenic diamines and polyamines as lead compounds for the perspective development of substrate-based radiotracers for targeting polyamine-specific membrane transporters and enzymes such as transglutaminases. For this purpose, the polyamine scaffold was constructed by solid-phase synthesis of the corresponding oxopolyamines and subsequent reduction with BH3/THF. Primary and secondary amino groups were selectively protected using Dde and Boc as protecting groups, respectively, in orientation to previously reported procedures, which enabled the selective introduction of the reporter groups. For example, N1-FBz-spermidine, N4-FBz-spermidine, N8-FBz-spermidine, and N1-FBz-spermine and N4-FBz-spermine (FBz = 4-fluorobenzoyl) were obtained in good yields by this approach. The advantages and disadvantages of this synthetic approach are discussed in detail and its suitability for radiolabeling was demonstrated for the solid-phase synthesis of N1-[18F]FBz-cadaverine.

An improved and practical synthesis of Fmoc Rink linker

2019 ◽  
Vol 43 (3-4) ◽  
pp. 81-85
Author(s):  
Ling-yan Qin ◽  
Hao-ting Zhu ◽  
Li Zhan ◽  
Yong Zhu ◽  
Yu Luo
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Scale Up ◽  
Starting Material ◽  
Synthetic Approach ◽  
Phase Synthesis ◽  
Practical Synthesis

Fmoc Rink linker is a widely used peptide-resin linker in the solid-phase synthesis of peptide-amides. This paper describes an improved and practical eight-step synthetic approach for this compound in a 50% overall yield, using p-hydroxybenzaldehyde as the starting material. The procedure is operationally simple and amenable to scale-up synthesis.

scholarly journals Ligand-assisted solid phase synthesis of mixed-halide perovskite nanocrystals for color-pure and efficient electroluminescence

2021 ◽  
Author(s):  
Simon F. Solari ◽  
Sudhir Kumar ◽  
Jakub Jagielski ◽  
Nikolas M. Kubo ◽  
Frank Krumeich ◽  
...  
Keyword(s):  
Optical Properties ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Synthetic Approach ◽  
Phase Synthesis ◽  
Perovskite Nanocrystals ◽  
Halide Perovskite ◽  
Lead Halide

We have developed a new post-synthetic approach, ligand-assisted solid phase synthesis (LASPS), to tune the optical properties of colloidal methylammonium lead halide perovskite nanocrystals with color-pure electroluminescence.

Peptide Nucleic Acid Monomers: A Convenient and Efficient Synthetic Approach to Fmoc/Boc Monomers

2012 ◽  
Vol 65 (5) ◽  
pp. 539 ◽  
Author(s):  
Elisse C. Browne ◽  
Steven J. Langford ◽  
Belinda M. Abbott
Keyword(s):  
Nucleic Acid ◽  
Peptide Nucleic Acid ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Cost Effective ◽  
Synthetic Approach ◽  
Phase Synthesis ◽  
Cost Effective Method

A convenient and cost-effective method for the synthesis of Fmoc/Boc-protected peptide nucleic acid monomers is described. The Fmoc/Boc strategy was developed in order to eliminate the solubility issues during peptide nucleic acid solid-phase synthesis, in particular that of the cytosine monomer, that occurred when using the commercialized Bhoc chemistry approach.

scholarly journals Solid-phase synthesis of recyclable diphosphine ligands

2015 ◽  
Vol 5 (6) ◽  
pp. 3296-3301 ◽  
Author(s):  
Frank J. L. Heutz ◽  
Michiel C. Samuels ◽  
Paul C. J. Kamer
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Fine Tuning ◽  
Synthetic Approach ◽  
Diphosphine Ligands ◽  
Phase Synthesis ◽  
Modular Method

The first efficient solid-phase synthetic approach towards diphosphine ligands is demonstrated. This modular method offers facile access to a class of ligands providing huge potential for ligand fine-tuning.

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