7559-62-8

Usage

Uses

Used in Biochemistry and Molecular Biology Research:
Benzyl Methanethiosulfonate is used as a chemical probe for studying the structures of various protein channels, such as the ACh receptor channel, the GABA receptor channel, and lactose permease. It reacts specifically and rapidly with thiol groups in these channels, allowing researchers to investigate their structural properties and mechanisms of action.
Used in Drug Development:
BMS can also be used in the development of new drugs targeting specific protein channels. By modifying thiol groups in these channels, researchers can gain insights into their function and potentially develop drugs that can modulate their activity for therapeutic purposes.
Used in Analytical Techniques:
Benzyl Methanethiosulfonate can be employed in various analytical techniques, such as mass spectrometry and protein sequencing, to identify and characterize proteins and their post-translational modifications. Its high specificity for thiol groups makes it a valuable tool for these applications.

InChI:InChI=1/C8H10O2S2/c1-12(9,10)11-7-8-5-3-2-4-6-8/h2-6H,7H2,1H3

Upstream product

• 20277-69-4 sodium methansulfinate 
• 27656-94-6 C₈H₁₀N₂S₂*ClH 
• 100-39-0 benzyl bromide 
• 6340-98-3 potassium methanethiosulphonate 
• 150-60-7 dibenzyl disulphide 
• 73682-71-0 methanesulfinyl trifluoroacetate 
• 1950-85-2 sodium methanethiosulfonate 

Downstream Products

• 104324-61-0 1-Benzyldisulfanyl-2-propylsulfanylmethyl-benzene 
• 106880-23-3 1-Allylsulfanylmethyl-2-benzyldisulfanyl-benzene 
• 104324-60-9 1-benzyl-2-(2-((benzylthio)methyl)phenyl)disulfane 
• 104324-62-1 18-(2-Benzylsulfanyl-benzylsulfanylmethyl)-1,4,7,10,13,16-hexaoxa-cyclononadecane 
• 150-60-7 dibenzyl disulphide 
• 1189747-33-8 (α-D-mannopyranosyldithiomethylene)benzene 
• 64495-82-5 phenylmethyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-glucopyranoside 
• 6612-63-1 benzyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 1438416-28-4 (β-D-galactopyranosyldithiomethyl)benzene 

Relevant academic research and scientific papers

Chemically modified enzymes

Modified enzymes are provided in which at least one amino acid, such as asparagine, leucine, methionine or serine, of an enzyme is replaced with a cysteine and the thiol hydrogen is replaced with a substituent group providing a thiol side chain selected from the group consisting of: a) —SR1R2, wherein R1is an alkyl and R2is a charged or polar moiety; b) —SR3, wherein R3is a substituted or unsubstituted phenyl; c) —SR4, wherein R4is substituted or unsubstituted cyclohexyl; d) —SR5, wherein R5is C10-C15alkyl; and e) —SR6wherein R6is a C1-6alkyl. Also, methods of producing the modified enzymes are provided, as well as detergent and feed additives and a composition for the treatment of a textile. A method for using the modified enzymes in organic synthesis is additionally provided. Further, modified enzymes having improved activity, altered pH profile and/or wash performance are provided.

Sulfinic Acids and Related Compounds. 19. Synthesis and Properties of 1-Propane-, 1-Butane-, and 1-Pentanesulfinates Terminally Substituted with Di- and Trisulfide Functions

Preparation and reactions are compared, for n=3-5, of disulfide sulfinates with the structure RSS(CH2)nSO2Na (1) and of trisulfide bisalkanesulfinates with the structure 2S (5).The di- and trisulfides were prepared by reaction of cyclic thiosulfonates, and optimum preparations ot the thiosulfonates are considered.For 1, R was HO2CCH2CH2 (10-12), p-CH3C6H4 (13-15), C6H5 (16 and 17), 2,4,6-(CH3O)3C6H2 (n=4; 18), and H2N(CH2)2 (n=4; H in lieu of Na; 19).Several of the di- and trisulfides were sensitive to light (the trisulfides about equally).Much faster conversion for the disulfides occurred with heat for R = p-CH3C6H4 when n was 3 (13) or 4 (14) than when n was 5 (15); these results with 13-15 point as principal processes to homolysis with light but heterolysis with heat, the latter with operation of a neighboring-group effect of SO2Na on the SS bond.Sodium methanesulfinate readily forms a thiosulfonate with sulfur, and the implications of this reaction are developed for the chemistry of the trisulfide bissulfinates (5), where a novel rearrangement produces disulfide thiosulfonates (21, n=3-5).

REACTION OF THIOLSULFINATES WITH TRIHALOACETIC ANHYDRIDES-I EVIDENCE FOR THE FORMATION OF SULFENYL AND SULFINYL CARBOXYLATES

Thiosulfinates react with trifluoro- or trichloroacetic anhydride to give equimolar mixtures of the coresponding disulfides and sulfinyl trifluoro- or trichloroacetates which are in equilibria with sulfenyl carboxylates.Although the equilibrium lies far toward sulfinyl carboxylates at room temperature, addition of olefins to the mixed solution of sulfinyl carboxylate and corresponding disulfide affords the adducts which are formed in the reaction between the corresponding sulfenyl carboxylates and the olefins.Meanwhile, treatment of carboxylic acid silver salts with sulfinyl chlorides also gives sulfinyl carboxylates, howevver, sulfinyl carboxylates have not been successfully isolated yet.