Arylboronic acids catalyzed upgrade of glucosamines for deoxyfructosazine and insights on reaction mechanism
Chitin is the most abundant N-containing polysaccharide in nature and d-glucosamine is one of the most successful commercial monomer products in the current market. Here we reported an arylboronic acids catalyzed upgrade of glucosamines in aqueous solution for deoxyfructosazine which is an important...
Main Authors: | , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Elsevier
2022-01-01
|
Series: | Current Research in Green and Sustainable Chemistry |
Subjects: | |
Online Access: | http://www.sciencedirect.com/science/article/pii/S2666086522000509 |
_version_ | 1828270669997015040 |
---|---|
author | Meifeng Wang Gan Zhu Yiqun Li Liuqun Gu |
author_facet | Meifeng Wang Gan Zhu Yiqun Li Liuqun Gu |
author_sort | Meifeng Wang |
collection | DOAJ |
description | Chitin is the most abundant N-containing polysaccharide in nature and d-glucosamine is one of the most successful commercial monomer products in the current market. Here we reported an arylboronic acids catalyzed upgrade of glucosamines in aqueous solution for deoxyfructosazine which is an important high-value compound in pharmaceutical and food industries, as well as a promising bio-based platform molecule for speciality chemicals and sustainable functional materials. Such direct integration of deoxyfructosazine into development of renewable chemicals/functional materials might be a practical way for utilization of chitin as a renewable nitrogen source. A mechanism focusing on a catalytic cycle of arylboronic acid via a boron transfer was also proposed. |
first_indexed | 2024-04-13T05:45:37Z |
format | Article |
id | doaj.art-3031c8df12ed4f0f8f536564bdf52712 |
institution | Directory Open Access Journal |
issn | 2666-0865 |
language | English |
last_indexed | 2024-04-13T05:45:37Z |
publishDate | 2022-01-01 |
publisher | Elsevier |
record_format | Article |
series | Current Research in Green and Sustainable Chemistry |
spelling | doaj.art-3031c8df12ed4f0f8f536564bdf527122022-12-22T02:59:58ZengElsevierCurrent Research in Green and Sustainable Chemistry2666-08652022-01-015100308Arylboronic acids catalyzed upgrade of glucosamines for deoxyfructosazine and insights on reaction mechanismMeifeng Wang0Gan Zhu1Yiqun Li2Liuqun Gu3Department of Biomedical Engineering, Jinan University, #601, Huangpu Avenue West, Guangzhou, China; Department of Chemistry, Jinan University, #601, Huangpu Avenue West, Guangzhou, ChinaDepartment of Biomedical Engineering, Jinan University, #601, Huangpu Avenue West, Guangzhou, China; Department of Chemistry, Jinan University, #601, Huangpu Avenue West, Guangzhou, ChinaDepartment of Chemistry, Jinan University, #601, Huangpu Avenue West, Guangzhou, China; Corresponding authors.Department of Biomedical Engineering, Jinan University, #601, Huangpu Avenue West, Guangzhou, China; Corresponding authors.Chitin is the most abundant N-containing polysaccharide in nature and d-glucosamine is one of the most successful commercial monomer products in the current market. Here we reported an arylboronic acids catalyzed upgrade of glucosamines in aqueous solution for deoxyfructosazine which is an important high-value compound in pharmaceutical and food industries, as well as a promising bio-based platform molecule for speciality chemicals and sustainable functional materials. Such direct integration of deoxyfructosazine into development of renewable chemicals/functional materials might be a practical way for utilization of chitin as a renewable nitrogen source. A mechanism focusing on a catalytic cycle of arylboronic acid via a boron transfer was also proposed.http://www.sciencedirect.com/science/article/pii/S2666086522000509ChitinGlucosamineArylboronic acid catalysisDeoxyfructosazineAqueous solution |
spellingShingle | Meifeng Wang Gan Zhu Yiqun Li Liuqun Gu Arylboronic acids catalyzed upgrade of glucosamines for deoxyfructosazine and insights on reaction mechanism Current Research in Green and Sustainable Chemistry Chitin Glucosamine Arylboronic acid catalysis Deoxyfructosazine Aqueous solution |
title | Arylboronic acids catalyzed upgrade of glucosamines for deoxyfructosazine and insights on reaction mechanism |
title_full | Arylboronic acids catalyzed upgrade of glucosamines for deoxyfructosazine and insights on reaction mechanism |
title_fullStr | Arylboronic acids catalyzed upgrade of glucosamines for deoxyfructosazine and insights on reaction mechanism |
title_full_unstemmed | Arylboronic acids catalyzed upgrade of glucosamines for deoxyfructosazine and insights on reaction mechanism |
title_short | Arylboronic acids catalyzed upgrade of glucosamines for deoxyfructosazine and insights on reaction mechanism |
title_sort | arylboronic acids catalyzed upgrade of glucosamines for deoxyfructosazine and insights on reaction mechanism |
topic | Chitin Glucosamine Arylboronic acid catalysis Deoxyfructosazine Aqueous solution |
url | http://www.sciencedirect.com/science/article/pii/S2666086522000509 |
work_keys_str_mv | AT meifengwang arylboronicacidscatalyzedupgradeofglucosaminesfordeoxyfructosazineandinsightsonreactionmechanism AT ganzhu arylboronicacidscatalyzedupgradeofglucosaminesfordeoxyfructosazineandinsightsonreactionmechanism AT yiqunli arylboronicacidscatalyzedupgradeofglucosaminesfordeoxyfructosazineandinsightsonreactionmechanism AT liuqungu arylboronicacidscatalyzedupgradeofglucosaminesfordeoxyfructosazineandinsightsonreactionmechanism |