A four-protein metabolon assembled by a small peptide protein creates the pentacyclic carbonate ring of aldgamycins
Organic carbonates (OCs) are a class of compounds featured by a carbonyl flanked by two alkoxy/aryloxy groups. They exist in either linear or cyclic forms, of which the majority encountered in nature adopt a pentacyclic structure. However, the enzymatic basis for pentacyclic carbonate ring formation...
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| Format: | Article |
| Language: | English |
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Elsevier
2021-02-01
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| Series: | Acta Pharmaceutica Sinica B |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211383520306572 |
| _version_ | 1811271192724635648 |
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| author | Qiaozhen Wang Xiaolong Tang Ping Dai Chuanxi Wang Weiyang Zhang Guodong Chen Kui Hong Dan Hu Hao Gao Xinsheng Yao |
| author_facet | Qiaozhen Wang Xiaolong Tang Ping Dai Chuanxi Wang Weiyang Zhang Guodong Chen Kui Hong Dan Hu Hao Gao Xinsheng Yao |
| author_sort | Qiaozhen Wang |
| collection | DOAJ |
| description | Organic carbonates (OCs) are a class of compounds featured by a carbonyl flanked by two alkoxy/aryloxy groups. They exist in either linear or cyclic forms, of which the majority encountered in nature adopt a pentacyclic structure. However, the enzymatic basis for pentacyclic carbonate ring formation remains elusive. Here, we reported that a four-protein metabolon (AlmUII–UV) assembled by a small peptide protein (AlmUV) appends a reactive N-hydroxylcarbamoyl moiety to the decarboxylated aldgamycins followed by a non-enzymatic condensation to give the pentacyclic carbonate ring. Our results have documented an unprecedent mechanism for carbonate formation. |
| first_indexed | 2024-04-12T22:15:45Z |
| format | Article |
| id | doaj.art-de827fac6d3347dabb91cfa4f89e9dcc |
| institution | Directory Open Access Journal |
| issn | 2211-3835 |
| language | English |
| last_indexed | 2024-04-12T22:15:45Z |
| publishDate | 2021-02-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Acta Pharmaceutica Sinica B |
| spelling | doaj.art-de827fac6d3347dabb91cfa4f89e9dcc2022-12-22T03:14:32ZengElsevierActa Pharmaceutica Sinica B2211-38352021-02-01112588597A four-protein metabolon assembled by a small peptide protein creates the pentacyclic carbonate ring of aldgamycinsQiaozhen Wang0Xiaolong Tang1Ping Dai2Chuanxi Wang3Weiyang Zhang4Guodong Chen5Kui Hong6Dan Hu7Hao Gao8Xinsheng Yao9Institute of Traditional Chinese Medicine and Natural Product/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, ChinaInstitute of Synthetic Biology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen 518055, ChinaInstitute of Traditional Chinese Medicine and Natural Product/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, ChinaInstitute of Traditional Chinese Medicine and Natural Product/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, ChinaInstitute of Synthetic Biology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen 518055, ChinaInstitute of Traditional Chinese Medicine and Natural Product/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, ChinaKey Laboratory of Combinatorial Biosynthesis and Drug Discovery, Ministry of Education, School of Pharmaceutical Sciences, Wuhan University, Wuhan 430072, ChinaInstitute of Traditional Chinese Medicine and Natural Product/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, China; Corresponding authors. Tel./fax: +86 20 85221559 (Hao Gao).Institute of Traditional Chinese Medicine and Natural Product/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, China; Corresponding authors. Tel./fax: +86 20 85221559 (Hao Gao).Institute of Traditional Chinese Medicine and Natural Product/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, China; Corresponding authors. Tel./fax: +86 20 85221559 (Hao Gao).Organic carbonates (OCs) are a class of compounds featured by a carbonyl flanked by two alkoxy/aryloxy groups. They exist in either linear or cyclic forms, of which the majority encountered in nature adopt a pentacyclic structure. However, the enzymatic basis for pentacyclic carbonate ring formation remains elusive. Here, we reported that a four-protein metabolon (AlmUII–UV) assembled by a small peptide protein (AlmUV) appends a reactive N-hydroxylcarbamoyl moiety to the decarboxylated aldgamycins followed by a non-enzymatic condensation to give the pentacyclic carbonate ring. Our results have documented an unprecedent mechanism for carbonate formation.http://www.sciencedirect.com/science/article/pii/S2211383520306572AldgamycinsBiosynthesisN-hydroxylcarbamoylOrganic carbonateProtein complex |
| spellingShingle | Qiaozhen Wang Xiaolong Tang Ping Dai Chuanxi Wang Weiyang Zhang Guodong Chen Kui Hong Dan Hu Hao Gao Xinsheng Yao A four-protein metabolon assembled by a small peptide protein creates the pentacyclic carbonate ring of aldgamycins Acta Pharmaceutica Sinica B Aldgamycins Biosynthesis N-hydroxylcarbamoyl Organic carbonate Protein complex |
| title | A four-protein metabolon assembled by a small peptide protein creates the pentacyclic carbonate ring of aldgamycins |
| title_full | A four-protein metabolon assembled by a small peptide protein creates the pentacyclic carbonate ring of aldgamycins |
| title_fullStr | A four-protein metabolon assembled by a small peptide protein creates the pentacyclic carbonate ring of aldgamycins |
| title_full_unstemmed | A four-protein metabolon assembled by a small peptide protein creates the pentacyclic carbonate ring of aldgamycins |
| title_short | A four-protein metabolon assembled by a small peptide protein creates the pentacyclic carbonate ring of aldgamycins |
| title_sort | four protein metabolon assembled by a small peptide protein creates the pentacyclic carbonate ring of aldgamycins |
| topic | Aldgamycins Biosynthesis N-hydroxylcarbamoyl Organic carbonate Protein complex |
| url | http://www.sciencedirect.com/science/article/pii/S2211383520306572 |
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