Luca Nespoli , Silvia Donzella , Emma Ribul Moro , Jair Mafezoli , Martina Letizia Contente , Diego Romano , Francesco Molinari
{"title":"利用新的恶性醋酸杆菌菌株将苯甲醇衍生物氧化成羧酸:提高连续流动系统的生产率","authors":"Luca Nespoli , Silvia Donzella , Emma Ribul Moro , Jair Mafezoli , Martina Letizia Contente , Diego Romano , Francesco Molinari","doi":"10.1016/j.mcat.2024.114698","DOIUrl":null,"url":null,"abstract":"<div><div>The one-shot green oxidation of different benzyl alcohol derivatives into the corresponding carboxylic acids was achieved by using <em>Acetobacter malorum</em> DSM 112354, a newly isolated strain. Oxidation of benzyl alcohol was initially optimized considering productivity after 8 h as response parameter. Under optimized conditions, a set of <em>para-</em>substituted benzyl alcohols was tested, showing the great versatility of <em>Acetobacter malorum</em> DSM 112354 which was able to oxidize all the substrates albeit with different rates and conversions. The effect of the substituent position was subsequently studied using 2-(hydroxymethyl)phenol, 3-(hydroxymethyl)phenol, and 4-(hydroxymethyl)phenol as starting materials, showing that all the substrates were efficiently transformed (74-98% molar conversion in 2-24 h). Finally, the oxidation of 1,4-phenylenedimethanol gave 4-(hydroxymethyl)benzoic acid proceeded with excellent regioselectivity, since <3% of terephthalic acid was observed. This regioselective reaction was optimized using Ba-alginate immobilized cells of <em>Acetobacter malorum</em> DSM 112354 in a continuous multiphasic flow reactor. The process continuously run for 24 h allowed the obtainment of 0.65 g of HMBA using a 14.4 mL reactor. This intensification was associated with upgraded biocatalyst productivity (37.1 mmol<sub>P</sub>/g<sub>cells dry weight</sub>) and space-time yield (45.1 mg<sub>P</sub>/mL d).</div></div>","PeriodicalId":393,"journal":{"name":"Molecular Catalysis","volume":"571 ","pages":"Article 114698"},"PeriodicalIF":3.9000,"publicationDate":"2024-11-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Oxidation of benzyl alcohol derivatives into carboxylic acids with a new Acetobacter malorum strain: boosting the productivity in a continuous flow system\",\"authors\":\"Luca Nespoli , Silvia Donzella , Emma Ribul Moro , Jair Mafezoli , Martina Letizia Contente , Diego Romano , Francesco Molinari\",\"doi\":\"10.1016/j.mcat.2024.114698\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The one-shot green oxidation of different benzyl alcohol derivatives into the corresponding carboxylic acids was achieved by using <em>Acetobacter malorum</em> DSM 112354, a newly isolated strain. Oxidation of benzyl alcohol was initially optimized considering productivity after 8 h as response parameter. Under optimized conditions, a set of <em>para-</em>substituted benzyl alcohols was tested, showing the great versatility of <em>Acetobacter malorum</em> DSM 112354 which was able to oxidize all the substrates albeit with different rates and conversions. The effect of the substituent position was subsequently studied using 2-(hydroxymethyl)phenol, 3-(hydroxymethyl)phenol, and 4-(hydroxymethyl)phenol as starting materials, showing that all the substrates were efficiently transformed (74-98% molar conversion in 2-24 h). Finally, the oxidation of 1,4-phenylenedimethanol gave 4-(hydroxymethyl)benzoic acid proceeded with excellent regioselectivity, since <3% of terephthalic acid was observed. This regioselective reaction was optimized using Ba-alginate immobilized cells of <em>Acetobacter malorum</em> DSM 112354 in a continuous multiphasic flow reactor. The process continuously run for 24 h allowed the obtainment of 0.65 g of HMBA using a 14.4 mL reactor. This intensification was associated with upgraded biocatalyst productivity (37.1 mmol<sub>P</sub>/g<sub>cells dry weight</sub>) and space-time yield (45.1 mg<sub>P</sub>/mL d).</div></div>\",\"PeriodicalId\":393,\"journal\":{\"name\":\"Molecular Catalysis\",\"volume\":\"571 \",\"pages\":\"Article 114698\"},\"PeriodicalIF\":3.9000,\"publicationDate\":\"2024-11-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Molecular Catalysis\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S2468823124008800\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecular Catalysis","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2468823124008800","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
Oxidation of benzyl alcohol derivatives into carboxylic acids with a new Acetobacter malorum strain: boosting the productivity in a continuous flow system
The one-shot green oxidation of different benzyl alcohol derivatives into the corresponding carboxylic acids was achieved by using Acetobacter malorum DSM 112354, a newly isolated strain. Oxidation of benzyl alcohol was initially optimized considering productivity after 8 h as response parameter. Under optimized conditions, a set of para-substituted benzyl alcohols was tested, showing the great versatility of Acetobacter malorum DSM 112354 which was able to oxidize all the substrates albeit with different rates and conversions. The effect of the substituent position was subsequently studied using 2-(hydroxymethyl)phenol, 3-(hydroxymethyl)phenol, and 4-(hydroxymethyl)phenol as starting materials, showing that all the substrates were efficiently transformed (74-98% molar conversion in 2-24 h). Finally, the oxidation of 1,4-phenylenedimethanol gave 4-(hydroxymethyl)benzoic acid proceeded with excellent regioselectivity, since <3% of terephthalic acid was observed. This regioselective reaction was optimized using Ba-alginate immobilized cells of Acetobacter malorum DSM 112354 in a continuous multiphasic flow reactor. The process continuously run for 24 h allowed the obtainment of 0.65 g of HMBA using a 14.4 mL reactor. This intensification was associated with upgraded biocatalyst productivity (37.1 mmolP/gcells dry weight) and space-time yield (45.1 mgP/mL d).
期刊介绍:
Molecular Catalysis publishes full papers that are original, rigorous, and scholarly contributions examining the molecular and atomic aspects of catalytic activation and reaction mechanisms. The fields covered are:
Heterogeneous catalysis including immobilized molecular catalysts
Homogeneous catalysis including organocatalysis, organometallic catalysis and biocatalysis
Photo- and electrochemistry
Theoretical aspects of catalysis analyzed by computational methods