145626-87-5 Usage
Description
Bis(2-mercaptoethyl) sulfone, also known as DTT substitute, is a white crystalline solid with strong reducing properties. It is a useful reagent for the reduction of disulfide bonds in aqueous solutions, making it a superior alternative to DTT (Dithiothreitol).
Uses
Used in Biochemical Research:
Bis(2-mercaptoethyl) sulfone is used as a reagent for the reduction of disulfide bonds in aqueous solutions. Its application is particularly relevant in biochemical research where the reduction of disulfide bonds is necessary for protein folding, stability, and function studies.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Bis(2-mercaptoethyl) sulfone is utilized as a reducing agent in the synthesis of various drugs and therapeutic compounds. Its ability to reduce disulfide bonds makes it a valuable tool in the development of new medications and the improvement of existing ones.
Used in Cosmetics Industry:
Bis(2-mercaptoethyl) sulfone is also used in the cosmetics industry as an ingredient in skin care products. Its reducing properties help to maintain the integrity and stability of proteins in the skin, promoting skin health and appearance.
Used in Environmental Applications:
In environmental applications, Bis(2-mercaptoethyl) sulfone can be employed as a reagent for the reduction of disulfide bonds in pollutants or contaminants, aiding in the detoxification and remediation processes.
Purification Methods
BMS recrystallises from hexane as white fluffy crystals. Large amounts are best recrystallised from de-oxygenated H2O (charcoal). It is a good alternative reducing agent to dithiothreitol. Its IR (film) has 2995, 2657, 1306, 1248, 1124 and 729 cm-1 . The synthetic intermediate thioacetate has m 82-83o (white crystals from CCl4). The disulfide is purified by flash chromatography on SiO2 and elution with 50% EtOAc/hexane and recrystallised from hexane, and has m 137-139o. [Lamoureux & Whitesides J Org Chem 58 633 1993, Beilstein 1 IV 2455.]
Check Digit Verification of cas no
The CAS Registry Mumber 145626-87-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,5,6,2 and 6 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 145626-87:
(8*1)+(7*4)+(6*5)+(5*6)+(4*2)+(3*6)+(2*8)+(1*7)=145
145 % 10 = 5
So 145626-87-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H10O2S3/c5-9(6,3-1-7)4-2-8/h7-8H,1-4H2
145626-87-5Relevant articles and documents
Synthesis of Dithiols as Reducing Agents for Disulfides in Neutral Aqueous Solution and Comparison of Reduction Potentials
Lamoureux, Guy V.,Whitesides, George M.
, p. 633 - 641 (2007/10/02)
Several dithiols have been prepared that are useful for the reduction of disulfides in aqueous solution.The reduction potential of these thiols have been determined from the measurement of the equilibrium constant of thiol/disulfide interchange with oxidized dithiothreitol using a 1H NMR assay.The values of pKa of some of the dithiols were measured to estimate their rate of reduction of disulfides.Bis(2-mercaptoethyl) sulfone (2), N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine (5), and meso-2,5-dimercapto-N,N,N',N'-tetramethyladipamide (6) are especially interesting as alternatives to dithiothreitol for the reduction of disulfides.
