39793-31-2

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 2556, 1957 DOI: 10.1021/ja01567a053

InChI:InChI=1/C7H5NO2S/c9-7(10)5-3-6-4(8-5)1-2-11-6/h1-3,8H,(H,9,10)

Upstream product

• 82782-85-2 thieno<3,2-b>pyrrole-5-carboxylic acid methyl ester 

Downstream Products

• 82782-85-2 thieno<3,2-b>pyrrole-5-carboxylic acid methyl ester 
• 1105187-36-7 3-bromo-4H-thiopheno[3,2-b]pyrrole-5-carboxylic acid methyl ester 
• 1439376-17-6 N-(3,4-diethoxyphenethyl)-4H-thieno[3,2-b]pyrrole-5-carboxamide 
• 1439376-23-4 N-(3,4-diethoxyphenethyl)-4-(1-phenylethyl)-4H-thieno[3,2-b]pyrrole-5-carboxamide trifluoroacetate 
• 1439376-14-3 N-(3,4-diethoxyphenethyl)-4-(3-methylbenzyl)-4H-thieno[3,2-b]pyrrole-5-carboxamide trifluoroacetate 
• 902902-81-2 N-benzyl-1-(4-(4-chlorobenzyl)-4H-thieno[3,2-b]pyrrole-5-carbonyl)piperidine-4-carboxamide 
• 902901-29-5 N-benzyl-1-(4-(4-fluorobenzyl)-4H-thieno[3,2-b]pyrrole-5-carbonyl)piperidine-4-carboxamide 
• 903165-63-9 C₂₀H₁₉ClN₂O₃S 
• 903165-55-9 C₂₀H₁₉FN₂O₃S 
• 1369487-47-7 (S)-ethyl 1-(4-(1-(4-fluorophenyl)ethyl)-4H-thieno[3,2-b]pyrrole-5-carbonyl)piperidine-4-carboxylate 
• 1369487-46-6 (R)-ethyl 1-(4-(1-(4-fluorophenyl)ethyl)-4H-thieno[3,2-b]pyrrole-5-carbonyl)piperidine-4-carboxylate 
• 1163209-26-4 C₂₂H₂₃ClN₂O₃S 
• 1047023-77-7 ethyl 1-(4-(4-fluorobenzyl)-4H-thieno[3,2-b]pyrrole-5-carbonyl)-piperidine-4-carboxylate 
• 924643-46-9 4-(4-chlorobenzyl)-4H-thieno[3,2-b] pyrrole-5-carboxylic acid 

Relevant academic research and scientific papers

Chemical Evolution of a Bacterial Proteome

We have changed the amino acid set of the genetic code of Escherichia coli by evolving cultures capable of growing on the synthetic noncanonical amino acid L-β-(thieno[3,2-b]pyrrolyl)alanine ([3,2]Tpa) as a sole surrogate for the canonical amino acid L-tryptophan (Trp). A long-term cultivation experiment in defined synthetic media resulted in the evolution of cells capable of surviving Trp→[3,2]Tpa substitutions in their proteomes in response to the 20 899 TGG codons of the E. coli W3110 genome. These evolved bacteria with new-to-nature amino acid composition showed robust growth in the complete absence of Trp. Our experimental results illustrate an approach for the evolution of synthetic cells with alternative biochemical building blocks.

A conjoined thienopyrrole oligomer formed by using DNA as a molecular guide

(Figure Presented) A thienopyrrole oligomer conjoined to DNA was prepared by means of a templated synthesis protocol. The oligomer was formed by reaction, initiated with HRP/H2O2, of thieno[3,2-b]pyrrole monomers attached to cytosine bases. The thienopyrrole oligomer was characterized spectroscopically.

Novel thienopyrrole glycogen phosphorylase inhibitors: Synthesis, in vitro SAR and crystallographic studies

Two series of novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase a (GPa) which are effective in reducing glucose output from rat hepatocytes are described. Representative compounds have been shown to bind at the dimer interface site of the rabbit muscle enzyme by X-ray crystallography.