Benzenesulphonyl fluoride, preparing method and application thereof

Abstract

The present invention relates to benzenesulphonyl fluoride, a preparing method and an application thereof. The invention relates to the compound with the general formula of (I), wherein R is alkyl, alkoxyl, acyl, carboxyl, cyano-group, nitryl, halogen or the combination of the groups. The compound is prepared through executing fluorination in the ethane nitrile while the precursor compound of benzene sulfochloride and the metal fluoride are used as raw materials. The new kind of benzenesulphonyl fluoride which is prepared thorugh using the sulfuryl fluoride (-SO2F) group as the reacting group, the parent benzene ring as a chromosphere and the R as the auxiliary substituent group not only can be used for measuring the protein, the peptide structure and the amino acid and researching the protein or the protemics, but also can be used for developing the new medicine or used for diagnosing the difficult and complicated disease in the medical health agency. Furthermore the benzenesulphonyl fluoride of the invention can also be used as a marking agent for quality monitoring by the national medicine checking agency and the quality supervision department.

Description

Technical field: [0001] The present invention relates to a kind of benzene sulfonyl fluoride compound and its preparation method and application, specifically sulfonyl fluoride (-SO 2 F) As a reactive group, a new type of benzenesulfonyl fluoride compound (A New Kind of Benzene Sulfonyl Fluoride) with the parent benzene ring as the chromophore and R as the auxiliary substituent group and its applications in amino acids, proteins, peptides, and The application of primary amino or secondary amino, hydroxyl, phenolic hydroxyl, mercapto compounds or other chemical substances. As derivatization reagents and labeling reagents, benzenesulfonyl fluoride compounds can not only be used for the determination of protein, peptide structure and amino acid, for protein or proteomics research, but also for the research and development of new drugs, and can also be used as Diagnosis of difficult diseases, evaluation of drug efficacy, and can also be used as a labeled reagent for quality contr...

AI Technical Summary

Problems solved by technology

[0003] 1) Some labeling reagents are not fully applicable to certain amino acids that make up human proteins, for example, for secondary amino acids, tryptophan, cysteine, proline, hydroxyproline

[0004] 2) After some labeling reagents react with the functional group of the chiral center of α-amino acid, they will produce mesization, resulting in the loss of part or all of the stereochemical information

In peptides can cause partial or total epimerization of chiral centers to lose biological activity

[0005] 3) Most of the existing labeling reagents are sensitive to humidity in the air, release corrosive gases, and are easily hydrolyzed, thus losing their derivatized reactivity

[0006] 4) The derivatization products generated by the reaction of some labeling reagents with amino acids have low stability, which affects the normal operation of subsequent detection operations, and even leads to wrong detection results in severe cases

[0007] 5) Certain labeling reagents cannot detect ultra-trace known or unknown compounds due to insufficient detection sensitivity

[0008] 6) Due to the complicated synthesis process, some labeling reagents are expensive and cannot be widely used

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