127075-47-2

Basic information

• Product Name: (S)-2-PYRROLIDINEMETHANESULFONIC ACID
• Synonyms: (S)-2-PYRROLIDINEMETHANESULFONIC ACID;(S)-2-pyrrolidin-2-ylMethane-1-sulfonic acid;(S)-Pyrrolidin-2-ylmethanesulfonic acid
• CAS NO: 127075-47-2
• Molecular Formula: C5H11NO3S
• Molecular Weight: 165.21
• Mol File: 127075-47-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.329 g/cm³
• Refractive Index: 1.509
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-2-PYRROLIDINEMETHANESULFONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-PYRROLIDINEMETHANESULFONIC ACID(127075-47-2)
• EPA Substance Registry System: (S)-2-PYRROLIDINEMETHANESULFONIC ACID(127075-47-2)

Safety Data

• Hazardous Substances Data: 127075-47-2(Hazardous Substances Data)

Usage

Description

(S)-2-Pyrrolidinemethanesulfonic acid, also known as SOPMA, is a zwitterionic buffering agent derived from the amino acid proline. It is highly soluble in water and offers a stable pH range of 5.5 to 7.1, making it suitable for various applications in biological and biochemical research.

Uses

Used in Biological and Biochemical Research:
(S)-2-Pyrrolidinemethanesulfonic acid is used as a buffering agent for maintaining a stable pH in various experimental settings, such as protein and enzyme stabilization, electrophoresis, and chromatography techniques.
Used in Cell Culture:
(S)-2-Pyrrolidinemethanesulfonic acid is used as a non-toxic and non-reactive buffering agent in cell culture applications, providing a stable pH environment for cell growth and maintenance.
Used in Pharmaceutical Formulations:
(S)-2-Pyrrolidinemethanesulfonic acid is used as a buffering agent in pharmaceutical formulations to ensure the stability and efficacy of the drug products by maintaining a consistent pH level.

InChI:InChI=1/C5H11NO3S/c7-10(8,9)4-5-2-1-3-6-5/h5-6H,1-4H2,(H,7,8,9)/t5-/m0/s1

Upstream product

• 146377-03-9 (7aS)-tetrahydropyrrolo[1,2-c]thiazol-3(1H)-thione 
• 85657-09-6 (S)-(+)-2-Pyrrolidinmethanthiol 
• 1061679-80-8 C₇H₁₃NO₄S 
• 192456-62-5 (S)-tetrahydropyrrolo[1,2-c]thiazol-3(1H)-one 
• 85657-11-0 (S)-(-)-1-Aza-7-thiabicyclo<3.2.0>heptan-7,7-dioxid 
• 132482-09-8 tert-butyl (2S)-2-{[(methylsulfonyl)oxy]methyl}-pyrrolidine-1-carboxylate 
• 13118-60-0 L-pyrrolidinemethanesulfonate 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 51368-34-4 (S)-(+)-2-(bromomethyl)pyrrolidine hydrobromide 
• 127075-44-9 (S)-2-Imino-1-aza-3-thiabicyclo<3.3.0>octan-hydrobromid 

Relevant articles and documents

Asymmetric synthesis of (R)- and (S)- 2-pyrrolidinemethanesulfonic acid

(R)- and (S)-2-Pyrrolidinemethanesulfonic acid, 3a and 3b, were synthesized from the corresponding N-Boc-2-(hydroxymethyl)-1-pyrrolidine, 6a and 6b. This asymmetric synthesis proceeds in mild conditions, with good overall yields and high enantiomeric purities (>99% ee).

A versatile synthesis of various substituted taurines from vicinal amino alcohols and aziridines

Taurine and structurally diverse substituted taurines have been synthesized by peroxyformic acid, oxidation of the thiazolidine-2-thione intermediates generated from, vicinal amino alcohols or aziridines and carbon disulfide. The stereochemistry and mechanisms of the reactions are disscussed. The method is a salt-free and versatile route, convenient in terms of purification, and can be used to synthesize optically active substituted taurines.

Efficient synthesis of taurine and structurally diverse substituted taurines from aziridines

(Chemical Equation Presented) Taurine and substituted taurines were synthesized efficiently from aziridines via ring-opening reaction with thioacetic acid, oxidation with performic acid, and hydrolysis in hydrochloric acid. The current method shows more benefit in purification and efficiency in the preparation of taurine and structurally diverse 2-substituted, 2,2-disubstituted, and 1,2-, 2,2-, and 2,N-alkylene taurines.