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Chemical Structure| 85-31-4 Chemical Structure| 85-31-4
Chemical Structure| 85-31-4

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CAS No.: 85-31-4

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6-thioguanosine is photosensitive molecule that photocrosslinks to both proteins and nucleic acids.

Synonyms: 6-Mercaptoguanosine

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Abstract: RNA-binding proteins (RBPs) interact with RNA to affect every step of RNA metabolism. RNA binding sites (RBSs) constitute the molecular basis of RNA-protein interaction. The RBSs can be identified by liquid chromatography and tandem mass spectrometry (LC-MS/MS) analyses of the protein-RNA conjugates created by UVC-crosslinking. However, RBS mapping remains highly challenging due to the complexity of the RNA adducts generated by UVC-crosslinking. To address the limitation, here I developed RBS-ID, a method that uses hydrofluoride (HF) to fully cleave RNA into mono-nucleosides, thereby drastically enhancing the coverage and reaching single amino acid resolution. Moreover, the simple mono-nucleoside adducts offer a confident and quantitative measure of direct RNA-protein interaction. Using RBS-ID, I profiled ~2,000 human RBSs to discover novel RNA-binding residues. I analyzed the protein-, domain-, and amino acid-level characteristics of the identified RBSs. Also, I discussed potential roles of RBS post-translational modification (PTM) in modulation of RNA binding activity. In addition, I applied RBS-ID to in-depth discover RBSs in Streptococcus pyogenes Cas9(spCas9) complexed with its single guide RNA (sgRNA). The proximity of 84 identified RBSs to the RNA-binding interface was structurally verified. Among the RBSs, I found two residues functionally important for the gene editing activity of spCas9. Next, I expanded the methodology of RBS-ID to further develop an updated version called pRBS-ID. Here, RBSs are more comprehensively profiled using photoactivatable ribonucleosides (PARs). UVA-crosslinking allowed specific capture of the U or G-interacting RBSs in human RBPs, respectively. This enabled the comparison of base-specific features underlying RNA-protein interaction. Also, the interrogation of ribonucleoprotein (RNP) structural data allowed me to distinguish globular and disordered regions in proteins that interact with RNA. I further developed and applied an upgraded search pipeline to analyze the datasets from UVC-based RBS-ID experiments, altogether offering a comprehensive list of human RBSs with high coverage (3,077 RBSs in 532 proteins in total). Overall, RBS-ID and pRBS-ID are amenable platforms for investigating the dynamic RNA-protein interactions and the molecular basis of posttranscriptional gene regulation.

Keywords: RNA-binding protein ; RNA-binding site ; Mass spectrometry ; UVA/UVC ; Crosslinking ; Hydrofluoride ; Photoactivatable ribonucleoside ; RBS-ID/pRBS-ID ; Ribonucleoprotein structure ; disordered region

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Bae, Jong Woo ; Kim, Sangtae ; Kim, V. Narry ; Kim, Jong-Seo ;

Abstract: RNA-protein interaction can be captured by crosslinking and enrichment followed by tandem mass spectrometry, but it remains challenging to pinpoint RNA-binding sites (RBSs) or provide direct evidence for RNA-binding. To overcome these limitations, we here developed pRBS-ID, by incorporating the benefits of UVA-based photoactivatable ribonucleoside (PAR; 4-thiouridine and 6-thioguanosine) crosslinking and chem. RNA cleavage. pRBS-ID robustly detects peptides crosslinked to PAR adducts, offering direct RNA-binding evidence and identifying RBSs at single amino acid-resolution with base-specificity (U or G). Using pRBS-ID, we could profile uridine-contacting RBSs globally and discover guanosine-contacting RBSs, which allowed us to characterize the base-specific interactions. We also applied the search pipeline to analyze the datasets from UVC-based RBS-ID experiments, altogether offering a comprehensive list of human RBSs with high coverage (3,077 RBSs in 532 proteins in total). pRBS-ID is a widely applicable platform to investigate the mol. basis of posttranscriptional regulation.

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Alternative Products

Product Details of 6-Thioguanosine

CAS No. :85-31-4
Formula : C10H13N5O4S
M.W : 299.31
SMILES Code : OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C2N=C(N)NC3=S)O1)O)O
Synonyms :
6-Mercaptoguanosine
MDL No. :MFCD00005736
InChI Key :OTDJAMXESTUWLO-UUOKFMHZSA-N
Pubchem ID :2724387

Safety of 6-Thioguanosine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Related Pathways of 6-Thioguanosine

DNA

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