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Literature DB >> 32938175

Pathway Engineering of Anthracyclines: Blazing Trails in Natural Product Glycodiversification.

Katelyn V Brown¹, Benjamin Nji Wandi², Mikko Metsä-Ketelä², S Eric Nybo¹.

Abstract

The anthracyclines are structurally diverse anticancer natural products that bind to DNA and poison the topoisomerase II-DNA complex in cancer cells. Rational modifications in the deoxysugar functionality are especially advantageous for synthesizing drugs with improved potency. Combinatorial biosynthesis of glycosyltransferases and deoxysugar synthesis enzymes is indispensable for the generation of glycodiversified anthracyclines. This Synopsis considers recent advances in glycosyltransferase structural biology and site-directed mutagenesis, pathway engineering, and deoxysugar combinatorial biosynthesis with a focus on the generation of "new-to-nature" anthracycline analogues.

Entities: CellLine Chemical Disease Species

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Year: 2020 PMID： 32938175 PMCID： PMC7541800 DOI： 10.1021/acs.joc.0c01863

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

67 in total

1. Bioconversion of the anthracycline analogue desacetyladriamycin by recombinant DoxA, a P450-monooxygenase from Streptomyces sp. strain C5.

Authors: R J Walczak; J V Hines; W R Strohl; N D Priestley
Journal: Org Lett Date: 2001-07-26 Impact factor: 6.005

2. Elucidation of anthracyclinone biosynthesis by stepwise cloning of genes for anthracyclines from three different Streptomyces spp.

Authors: J Kantola; T Kunnari; A Hautala; J Hakala; K Ylihonko; P Mäntsälä
Journal: Microbiology Date: 2000-01 Impact factor: 2.777

3. In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA.

Authors: M L Dickens; N D Priestley; W R Strohl
Journal: J Bacteriol Date: 1997-04 Impact factor: 3.490

Review 4. Role of the sugar moiety in the pharmacological activity of anthracyclines: development of a novel series of disaccharide analogs.

Authors: F Zunino; G Pratesi; P Perego
Journal: Biochem Pharmacol Date: 2001-04-15 Impact factor: 5.858

5. Identification of Streptomyces olivaceus Tü 2353 genes involved in the production of the polyketide elloramycin.

Authors: H Decker; J Rohr; H Motamedi; H Zähner; C R Hutchinson
Journal: Gene Date: 1995-12-01 Impact factor: 3.688

6. Metabolic products of microorganisms. 225. Elloramycin, a new anthracycline-like antibiotic from Streptomyces olivaceus. Isolation, characterization, structure and biological properties.

Authors: H Drautz; P Reuschenbach; H Zähner; J Rohr; A Zeeck
Journal: J Antibiot (Tokyo) Date: 1985-10 Impact factor: 2.649

1. Multi-strategy engineering unusual sugar TDP-l-mycarose biosynthesis to improve the production of 3-O-α-mycarosylerythronolide B in Escherichia coli.

Authors: Zhifeng Liu; Jianlin Xu; Zhanguang Feng; Yong Wang
Journal: Synth Syst Biotechnol Date: 2022-03-20

1 in total

Pathway Engineering of Anthracyclines: Blazing Trails in Natural Product Glycodiversification.

1. Bioconversion of the anthracycline analogue desacetyladriamycin by recombinant DoxA, a P450-monooxygenase from Streptomyces sp. strain C5.

2. Elucidation of anthracyclinone biosynthesis by stepwise cloning of genes for anthracyclines from three different Streptomyces spp.

3. In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA.

Review 4. Role of the sugar moiety in the pharmacological activity of anthracyclines: development of a novel series of disaccharide analogs.

5. Identification of Streptomyces olivaceus Tü 2353 genes involved in the production of the polyketide elloramycin.

6. Metabolic products of microorganisms. 225. Elloramycin, a new anthracycline-like antibiotic from Streptomyces olivaceus. Isolation, characterization, structure and biological properties.

Review 7. The anthracyclines: will we ever find a better doxorubicin?

8. Characterization of the Streptomyces peucetius ATCC 29050 genes encoding doxorubicin polyketide synthase.

9. Streptomyces peucetius daunorubicin biosynthesis gene, dnrF: sequence and heterologous expression.

Review 10. Anthracyclines: molecular advances and pharmacologic developments in antitumor activity and cardiotoxicity.

1. Multi-strategy engineering unusual sugar TDP-l-mycarose biosynthesis to improve the production of 3-O-α-mycarosylerythronolide B in Escherichia coli.