Photochemical Fishing Approaches for Identifying Target Proteins and Elucidating the Structure of a Ligand-binding Region Using Carbene-generating Photoreactive Probes

Sadakane, Yutaka; Hatanaka, Y.

doi:10.2116/analsci.22.209

Cited by 60 publications

(37 citation statements)

References 76 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…21,22 We required a simple synthesis which could be easily scaled to produce PIA oligosaccharides for further biochemical analysis and glycoconjugate formation. The most efficient synthesis of b-(1?6)-linked 2-acetamido-2-deoxy-D-glucopyranosyl oligosaccharides was reported by Defaye et al, wherein they describe the stereoselective and regioselective oligomerization of unprotected N-acetylglucosamine to the desired b-(1?6)-oligosaccharides in anhydrous hydrogen fluoride (HF).…”

Section: Resultsmentioning

confidence: 99%

Efficient synthesis and protein conjugation of β-(1→6)-d-N-acetylglucosamine oligosaccharides from the polysaccharide intercellular adhesin

Leung

Chibba

Gómez‐Biagi

et al. 2009

Carbohydrate Research

View full text Add to dashboard Cite

Section: Resultsmentioning

confidence: 99%

Efficient synthesis and protein conjugation of β-(1→6)-d-N-acetylglucosamine oligosaccharides from the polysaccharide intercellular adhesin

Leung

Chibba

Gómez‐Biagi

et al. 2009

Carbohydrate Research

View full text Add to dashboard Cite

“…PAL was developed about 40 years ago [79]. But recently a new era of applications has appeared as a result of the development of more-efficient photophores, new high-resolution separation methods and high sensitive detection techniques [19,[80][81][82]. One can take advantage of the dark stability and light sensitivity of the photoprobe for the identification of the target and also the binding domain within the target protein (Fig.…”

Section: Photoaffinity-labeled Activity-based Probesmentioning

confidence: 99%

Identifying the Cellular Targets of Bioactive Small Molecules with Activity-Based Probes

Li¹,

2010

CMC

View full text Add to dashboard Cite

The renaissance of cell- or organism-based phenotypic assays has made subsequent target identification for bioactive small organic molecules an important aspect of current drug discovery. Among the many strategies available for target identification, derivatizing bioactive small molecules into activity-based probes has the main advantage of determining small molecule-protein interactions directly in the native environment where the target proteins maintain their three-dimensional structures, including all the post-translational modifications, as the discrete small molecular probes usually have better access to intracellular compartments. Thus this chemical platform will not only afford a more precise means of understanding the mechanisms of action for bioactive molecules, but shed light onto the specificity of the bioactive small molecules. Here we will provide an overview of the strategies for the design of activity-based small molecular probes and review their applications for target identification using case studies. Special emphasis is placed on logistic concerns for probe's design as well as recent developments in this field.

show abstract

“…It has been proven useful for discovering bioactive components from botanical extracts [3 - 6]. Ligand fishing experiments have been carried out by multiple methods including SPR [7, 8], circular dichroism, photochemical fishing [9], and 2D and 3D molecular descriptors [10]. Magnetic nanoparticles (MNPs) are widely used in biological and chemical sciences due to its excellent suspension stability, easy surface modification, and convenient solid-liquid separation.…”

Section: Introductionmentioning

confidence: 99%

Ligand fishing from Dioscorea nipponica extract using human serum albumin functionalized magnetic nanoparticles

Qing

Xue

Zheng

et al. 2010

Journal of Chromatography A

View full text Add to dashboard Cite

a b s t r a c tDioscorea nipponica and the preparations made from it have been used for long to prevent and treat coronary heart disease in traditional Chinese medicine. A group of steroidal saponins present in the plant are believed to be the active ingredients. It has been a challenge to study the individual saponins separately due to the similarities in their chemical and physical properties. In this work, human serum albumin (HSA) functionalized magnetic nanoparticles (MNPs) were used to isolate and identify saponin ligands that bind to HSA from D. nipponica extract. Electrospray ionization mass spectrometry (ESI-MS) was used for compound identification and semi-quantification. Three saponins, i.e. dioscin, gracillin, and pseudo-protodioscin showed affinity to HSA-MNPs and thus isolated effectively from the extract. The other two saponins detected in the extract (i.e. protodioscin and 26exhibited no affinity at all. Among the three saponins fished out, dioscin bound to HSA much stronger than gracillin and pseudo-protodioscin did. The results indicated that affinity interaction between HSA immobilized on MNPs and small molecule compounds were highly dependent on chemical structures and, potentially, medicinal usefulness. The present work demonstrates a facile and effective way to isolate and identify ligands of receptors from medicinal plants.

show abstract

Photochemical Fishing Approaches for Identifying Target Proteins and Elucidating the Structure of a Ligand-binding Region Using Carbene-generating Photoreactive Probes

Cited by 60 publications

References 76 publications

Efficient synthesis and protein conjugation of β-(1→6)-d-N-acetylglucosamine oligosaccharides from the polysaccharide intercellular adhesin

Efficient synthesis and protein conjugation of β-(1→6)-d-N-acetylglucosamine oligosaccharides from the polysaccharide intercellular adhesin

Identifying the Cellular Targets of Bioactive Small Molecules with Activity-Based Probes

Ligand fishing from Dioscorea nipponica extract using human serum albumin functionalized magnetic nanoparticles

Contact Info

Product

Resources

About