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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Bibliographic Details
Published in:Acta pharmaceutica Sinica. B 2021-02, Vol.11 (2), p.588-597
Main Authors: Wang, Qiaozhen, Tang, Xiaolong, Dai, Ping, Wang, Chuanxi, Zhang, Weiyang, Chen, Guodong, Hong, Kui, Hu, Dan, Gao, Hao, Yao, Xinsheng
Format: Article
Language:English
Subjects:
Aldgamycins
Biosynthesis
N-hydroxylcarbamoyl
Organic carbonate
Original
Protein complex
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Summary: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. The pentacyclic carbonate ring of aldgamycins is formed by a four-protein metabolon assembled by a small peptide protein, which begins with the attachment of a reactive N-hydroxylcarbamoyl moiety followed by a non-enzymatic condensation. [Display omitted]
ISSN:2211-3835
2211-3843
DOI:10.1016/j.apsb.2020.07.015