Synthesis and Properties of Long-Chain Aromatic Telechelic Monodispersed Diols Radical-Initiated, Addition of 2-Mercaptoethanol onto α, ω Nonconjugated Dienes

Boutevin, Bernard; Améduri, Bruno; Elidrissi, A.; Touzani, Rachid

doi:10.1080/10426507.2011.625512

Cited by 2 publications

(4 citation statements)

References 44 publications

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“…In contrast to previous Bn protecting group strategies, [47] the t Bu‐group improves solubility of the intermediates in organic solvents like CHCl 3 and is easily removed under acidic conditions. Synthesis of ETETETE was inspired by Boutevin et al [48] . The products were characterized by NMR and liquid chromatography mass spectrometry (LC–MS) analysis, showing >95 % purity.…”

Section: Methodsmentioning

confidence: 99%

“…Synthesis of ETETETE was inspired by Boutevin et al. [48] The products were characterized by NMR and liquid chromatography mass spectrometry (LC–MS) analysis, showing >95 % purity. These results are shown for TETET and TETE in Figure S6 and Figure S7 in the Supporting Information section.…”

Section: Methodsmentioning

confidence: 99%

“…Alternatively, it can be synthesized according to the procedure by Mineno et al [46] In contrast to previous Bn protecting group strategies, [47] the tBugroup improves solubility of the intermediates in organic solvents like CHCl 3 and is easily removed under acidic conditions. Synthesis of ETETETE was inspired by Boutevin et al [48] The products were characterized by NMR and liquid chromatography mass spectrometry (LC-MS) analysis, showing > 95 % purity. These results are shown for TETET and TETE in Figure S6 and Figure S7 in the Supporting Information section.…”

Section: Substrates and Chemicalsmentioning

confidence: 99%

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Reaction Pathways for the Enzymatic Degradation of Poly(Ethylene Terephthalate): What Characterizes an Efficient PET‐Hydrolase?

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Bioprocessing of polyester waste has emerged as a promising tool in the quest for a cyclic plastic economy. One key step is the enzymatic breakdown of the polymer, and this entails a complicated pathway with substrates, intermediates, and products of variable size and solubility. We have elucidated this pathway for poly(ethylene terephthalate) (PET) and four enzymes. Specifically, we combined different kinetic measurements and a novel stochastic model and found that the ability to hydrolyze internal bonds in the polymer (endo-lytic activity) was a key parameter for overall enzyme performance. Endo-lytic activity promoted the release of soluble PET fragments with two or three aromatic rings, which, in turn, were broken down with remarkable efficiency (k cat /K M values of about 10 5 M À 1 s À 1 ) in the aqueous bulk. This meant that approximatly 70 % of the final, monoaromatic products were formed via soluble di-or triaromatic intermediates.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Substrates and Chemicalsmentioning

confidence: 99%

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Reaction Pathways for the Enzymatic Degradation of Poly(Ethylene Terephthalate): What Characterizes an Efficient PET‐Hydrolase?

et al. 2022

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“…In contrast to previous Bn protecting group strategies 44 , the t Bu-group improves solubility of the intermediates in organic solvents like CHCl 3 and is easily removed under acidic conditions. Synthesis of ETETETE was inspired by Boutevin et al 45 . The products were characterized by NMR and liquid chromatography mass spectrometry (LC-MS) analysis, showing >95% purity.…”

Section: Methodsmentioning

confidence: 99%

Reaction pathways for the enzymatic degradation of poly(ethylene terephthalate): What characterizes an efficient PET-hydrolase?

Schubert

Schaller

Bååth

et al. 2022

Preprint

View full text Add to dashboard Cite

Bioprocessing of polyester waste has emerged as a promising tool in the quest for a cyclic plastic economy. One key step is the enzymatic breakdown of the polymer, and this entails a complicated pathway with substrates, intermediates, and products of variable size and solubility. We have elucidated this pathway for poly(ethylene terephthalate) (PET) and four enzymes. Specifically, we combined different kinetic measurements and a novel stochastic model, and found that the ability to hydrolyze internal bonds in the polymer (endo-lytic activity) was a key parameter for overall enzyme performance. Endo-lytic activity promoted the release of soluble PET fragments with two or three aromatic rings, which, in turn, were broken down with remarkable efficiency (kcat/KM-values of about 105 M-1s-1) in the aqueous bulk. This meant that about 70% of the final, monoaromatic products was formed via soluble di- or tri-aromatic intermediates.

show abstract

Synthesis and Properties of Long-Chain Aromatic Telechelic Monodispersed Diols Radical-Initiated, Addition of 2-Mercaptoethanol onto α, ω Nonconjugated Dienes

Cited by 2 publications

References 44 publications

Reaction Pathways for the Enzymatic Degradation of Poly(Ethylene Terephthalate): What Characterizes an Efficient PET‐Hydrolase?

Reaction Pathways for the Enzymatic Degradation of Poly(Ethylene Terephthalate): What Characterizes an Efficient PET‐Hydrolase?

Reaction pathways for the enzymatic degradation of poly(ethylene terephthalate): What characterizes an efficient PET-hydrolase?

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