L-Thioproline

• CAT Number: R022864
• CAS Number: 34592-47-7
• Molecular Formula: C4H7NO2S
• Molecular Weight: 133.17
• Purity: ≥95%
• Synonyms: (R)-4-Thiazolidinecarboxylic Acid; L- 4-Thiazolidinecarboxylic Acid; (4R)-1,3-Thiazolidine-4-carboxylic Acid; (4R)-4-Thiazolidinecarboxylic Acid; (R)-(-)-Thiazolidine-4-carboxylic Acid; (R)-4-Thiazolidinecarboxylic Acid; L-4-Thiazolidinecarboxylic Ac
• Storage: Store at RT
• IUPAC Name: (4R)-1,3-thiazolidine-4-carboxylic acid
• InChI: InChI=1S/C4H7NO2S/c6-4(7)3-1-8-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1
• InChIKey: DZLNHFMRPBPULJ-VKHMYHEASA-N
• SMILES: C1C(NCS1)C(=O)O

L-Thioproline(Cat No.: R022864), also known as (2S)-1,3-thiazolidine-4-carboxylic acid, is a sulfur-containing heterocyclic amino acid structurally similar to proline but with a thiazolidine ring instead of a pyrrolidine. It is the L-enantiomer and exhibits chirality at the 2-position. L-Thioproline has applications in biochemical and pharmaceutical research, particularly as a proline analog in peptide synthesis and protein engineering. Its unique ring structure imparts different electronic and steric properties, making it useful for studying protein folding, enzyme function, and structure–activity relationships in peptides.

Reference

1:Effect of L-thioproline on the progression and events of the cell cycle of HeLa cells. García Cañero R, López-Alarcón L, Veloso JJ, del Carmen Guijarro M.Int J Cancer. 1988 Jun 15;41(6):859-62. PMID: 2836319 2:A new type of N-nitrosamino acid, N-nitroso-L-thioproline and N-nitroso-L-methylthioprolines, found in human urine as major N-nitroso compounds. Tsuda M, Hirayama T, Sugimura T, Kakizoe T.IARC Sci Publ. 1984;(57):87-94. PMID: 6533071 3:Presence of N-nitroso-L-thioproline and N-nitroso-L-methylthioprolines in human urine as major N-nitroso compounds. Tsuda M, Hirayama T, Sugimura T.Gan. 1983 Jun;74(3):331-3. PMID: 6884690