98169-56-3

Basic information

• Product Name: (4R)-(-)-2-THIOXO-4-THIAZOLIDINECARBOXYLIC ACID
• Synonyms: (4R)-(-)-2-THIAZOLIDINTHION-4-CARBOXYLIC ACID;(4R)-(-)-2-THIOXO-4-THIAZOLIDINECARBOXYLIC ACID;(R)-(-)-2-THIOXO-4-THIAZOLIDINECARBOXYLIC ACID;R(-)-2-THIOXOTHIAZOLIDINE-4-CARBOXYLIC ACID;RAPHANUSAMIC ACID;R(-)-2-THIOXOTHIAZOLIDINE-4-CARBOXYLIC &;(4r)-(-)-2-thiazolidinethione-4-carboxylic acid;(R)-(-)-2-Thioxo-4-thiazolidinecarboxylic acid, Raphanusamic acid
• CAS NO: 98169-56-3
• Molecular Formula: C₄H₅NO₂S₂
• Molecular Weight: 163.22
• Product Categories: Others;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 98169-56-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 179-181 °C(lit.)
• Boiling Point: 359.4°Cat760mmHg
• Flash Point: 171.1°C
• Appearance: /
• Density: 1.65g/cm³
• Storage Temp.: Refrigerator
• Solubility: Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
• BRN: 82632
• CAS DataBase Reference: (4R)-(-)-2-THIOXO-4-THIAZOLIDINECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (4R)-(-)-2-THIOXO-4-THIAZOLIDINECARBOXYLIC ACID(98169-56-3)
• EPA Substance Registry System: (4R)-(-)-2-THIOXO-4-THIAZOLIDINECARBOXYLIC ACID(98169-56-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 98169-56-3(Hazardous Substances Data)

Usage

Uses

A metabolite of Carbon Disulfide.

InChI:InChI=1/C4H5NO2S2/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)/p-1/t2-/m0/s1

Upstream product

• 463-71-8 thiophosgene 
• 52-89-1 l-cysteine hydrochloride 
• 52-90-4 L-Cysteine 
• 2131-61-5 p-nitrophenyl isothiocyanate 
• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 622-78-6 Benzyl isothiocyanate 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 
• 1628342-22-2 (R)-2-amino-3-(((3-nitrobenzoyl)carbamothioyl)thio)propanoic acid 
• 1628342-21-1 (R)-2-amino-3-(((4-nitrobenzoyl)carbamothioyl)thio)propanoic acid 
• 1628342-26-6 (R)-2-amino-3-((benzoylcarbamothioyl)thio)propanoic acid 
• 1628342-25-5 (R)-2-amino-3-(((3-methylbenzoyl)carbamothioyl)thio)propanoic acid 
• 1628342-24-4 (R)-2-amino-3-(((2-methylbenzoyl)carbamothioyl)thio)propanoic acid 
• 1628342-23-3 (R)-2-amino-3-(((4-bromobenzoyl)carbamothioyl)thio)propanoic acid 

Downstream Products

• 80963-80-0 4(S)-(methoxycarbonyl)-1,3-thiazolidine-2-thione 
• 1363683-54-8 (R)-2-benzylthio-4-benzyloxycarbonyl-4,5-dihydro-1,3-thiazole 

Relevant articles and documents

Isothiocyanates as H2S Donors Triggered by Cysteine: Reaction Mechanism and Structure and Activity Relationship

Isothiocyanates are reported as H2S donors, yet the mechanisms are not clear. Herein, we reported that isothiocyanates (ITCs, R-NCS) rapidly formed adducts with cysteine. These adducts underwent intramolecular cyclization followed by releasing

A facile one-pot synthesis and heterocyclisation of (R)-2-amino-3- ((aroylcarbamothioyl)thio)propanoic acids

A series of (R)-2-amino-3-((aroylcarbamothioyl)thio)propanoic acid derivatives have been synthesised by a one-pot, threecomponent reaction of L-cysteine with ammonium thiocyanate in the presence of various acid chlorides under solvent-free conditions in excellent yields. These compounds were converted to (R)-2-thioxothiazolidine-4-carboxylic acid in water under reflux conditions.

Site-specific conjugation of RAFT polymers to proteins via expressed protein ligation

Site-specific protein conjugates with RAFT polymers were synthesized using expressed protein ligation. Stable micelles were formed from both linear block copolymer and Y-shaped conjugates.