Thioproline formation as a driver of formaldehyde toxicity in Escherichia coli was written by Patterson, Jenelle A.;He, Hai;Folz, Jacob S.;Li, Qiang;Wilson, Mark A.;Fiehn, Oliver;Bruner, Steven D.;Bar-Even, Arren;Hanson, Andrew D.. And the article was included in Biochemical Journal in 2020.Synthetic Route of C4H7NO2S This article mentions the following:
Formaldehyde (HCHO) is a reactive carbonyl compound that formylates and cross-links proteins, DNA, and small mols. It is of specific concern as a toxic intermediate in the design of engineered pathways involving methanol oxidation or formate reduction The interest in engineering these pathways is not, however, matched by engineering-relevant information on precisely why HCHO is toxic or on what damage-control mechanisms cells deploy to manage HCHO toxicity. The only well-defined mechanism for managing HCHO toxicity is formaldehyde dehydrogenase-mediated oxidation to formate, which is counterproductive if HCHO is a desired pathway intermediate. We therefore sought alternative HCHO damage-control mechanisms via comparative genomic anal. This anal. associated homologs of the Escherichia coli pepP gene with HCHO-related one-carbon metabolism Furthermore, deleting pepP increased the sensitivity of E. coli to supplied HCHO but not other carbonyl compounds PepP is a proline aminopeptidase that cleaves peptides of the general formula X-Pro-Y, yielding X + Pro-Y. HCHO is known to react spontaneously with cysteine to form the close proline analog thioproline (thiazolidine-4-carboxylate), which is incorporated into proteins and hence into proteolytic peptides. We therefore hypothesized that certain thioproline-containing peptides are toxic and that PepP cleaves these aberrant peptides. Supporting this hypothesis, PepP cleaved the model peptide Ala-thioproline-Ala as efficiently as Ala-Pro-Ala in vitro and in vivo, and deleting pepP increased sensitivity to supplied thioproline. Our data thus (i) provide biochem. genetic evidence that thioproline formation contributes substantially to HCHO toxicity and (ii) make PepP a candidate damage-control enzyme for engineered pathways having HCHO as an intermediate. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9Synthetic Route of C4H7NO2S).
Thiazolidine-4-carboxylic acid (cas: 444-27-9) belongs to thiazolidine derivatives. Derivatives, thiazolidines, are known. For example, the drug pioglitazone contains a thiazolidine ring. Another drug that contains a thiazolidine ring is the antibiotic penicillin. Thiazolidine and its composites are key components of many natural products and drugs , and are also present in many synthetic compounds such as anticancer, anti-inflammatory, antitubercular, antifungal, antiviral, anti-HIV, cytotoxicity, antitrypanosomal, antinociceptive and anti-hypernociceptive compounds.Synthetic Route of C4H7NO2S
Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com