Literature DB >> 20486694

Enzymatic total synthesis of rabelomycin, an angucycline group antibiotic.

Madan Kumar Kharel1, Pallab Pahari, Hui Lian, Jürgen Rohr.   

Abstract

A one-pot enzymatic total synthesis of angucycline antibiotic rabelomycin was accomplished, starting from acetyl-CoA and malonyl-CoA, using a mixture of polyketide synthase (PKS) enzymes of the gilvocarcin, ravidomycin, and jadomycin biosynthetic pathways. The in vitro results were compared to in vivo catalysis using analogous sets of enzymes.

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Year:  2010        PMID： 20486694      PMCID： PMC2895501          DOI： 10.1021/ol1009009

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  19 in total

1.  Iterative type II polyketide synthases, cyclases and ketoreductases exhibit context-dependent behavior in the biosynthesis of linear and angular decapolyketides.

Authors:  G Meurer; M Gerlitz; E Wendt-Pienkowski; L C Vining; J Rohr; C R Hutchinson
Journal:  Chem Biol       Date:  1997-06

2.  Two new tailoring enzymes, a glycosyltransferase and an oxygenase, involved in biosynthesis of the angucycline antibiotic urdamycin A in Streptomyces fradiae Tü2717.

Authors:  B Faust; D Hoffmeister; G Weitnauer; L Westrich; S Haag; P Schneider; H Decker; E Künzel; J Rohr; A Bechthold
Journal:  Microbiology       Date:  2000-01       Impact factor: 2.777

Review 3.  Angucycline group antibiotics.

Authors:  J Rohr; R Thiericke
Journal:  Nat Prod Rep       Date:  1992-04       Impact factor: 13.423

4.  Multi-oxygenase complexes of the gilvocarcin and jadomycin biosyntheses.

Authors:  Madan K Kharel; Lili Zhu; Tao Liu; Jürgen Rohr
Journal:  J Am Chem Soc       Date:  2007-03-09       Impact factor: 15.419

Review 5.  Achieving natural product synthesis and diversity via catalytic networking ex vivo.

Authors:  C A Roessner; A I Scott
Journal:  Chem Biol       Date:  1996-05

6.  Synthesis of Angucyclines. 8. Biomimetic-Type Synthesis of Rabelomycin, Tetrangomycin, and Related Ring B Aromatic Angucyclinones.

Authors:  Karsten Krohn; Norbert Böker; Ulrich Flörke; Christian Freund
Journal:  J Org Chem       Date:  1997-04-18       Impact factor: 4.354

7.  A two-stage one-pot enzymatic synthesis of TDP-L-mycarose from thymidine and glucose-1-phosphate.

Authors:  Haruko Takahashi; Yung-Nan Liu; Hung-Wen Liu
Journal:  J Am Chem Soc       Date:  2006-02-08       Impact factor: 15.419

8.  Analysis of genes involved in 6-deoxyhexose biosynthesis and transfer in Saccharopolyspora erythraea.

Authors:  M Doumith; P Weingarten; U F Wehmeier; K Salah-Bey; B Benhamou; C Capdevila; J M Michel; W Piepersberg; M C Raynal
Journal:  Mol Gen Genet       Date:  2000-11

9.  Enzymatic total synthesis of enterocin polyketides.

Authors:  Qian Cheng; Longkuan Xiang; Miho Izumikawa; Dario Meluzzi; Bradley S Moore
Journal:  Nat Chem Biol       Date:  2007-08-12       Impact factor: 15.040

10.  Cloning and characterization of polyketide synthase genes for jadomycin B biosynthesis in Streptomyces venezuelae ISP5230.

Authors:  L Han; K Yang; E Ramalingam; R H Mosher; L C Vining
Journal:  Microbiology       Date:  1994-12       Impact factor: 2.777
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  8 in total

1.  Ketoolivosyl-tetracenomycin C: a new ketosugar bearing tetracenomycin reveals new insight into the substrate flexibility of glycosyltransferase ElmGT.

Authors:  S Eric Nybo; Khaled A Shabaan; Madan K Kharel; Happy Sutardjo; José A Salas; Carmen Méndez; Jürgen Rohr
Journal:  Bioorg Med Chem Lett       Date:  2012-02-03       Impact factor: 2.823

2.  One-Pot Enzymatic Total Synthesis of Presteffimycinone, an Early Intermediate of the Anthracycline Antibiotic Steffimycin Biosynthesis.

Authors:  Guojun Wang; Jing Chen; Haining Zhu; Jürgen Rohr
Journal:  Org Lett       Date:  2017-01-19       Impact factor: 6.005

Review 3.  Delineation of gilvocarcin, jadomycin, and landomycin pathways through combinatorial biosynthetic enzymology.

Authors:  Madan K Kharel; Jürgen Rohr
Journal:  Curr Opin Chem Biol       Date:  2012-03-30       Impact factor: 8.822

4.  Enzymatic total synthesis of defucogilvocarcin M and its implications for gilvocarcin biosynthesis.

Authors:  Pallab Pahari; Madan K Kharel; Micah D Shepherd; Steven G van Lanen; Jürgen Rohr
Journal:  Angew Chem Int Ed Engl       Date:  2011-12-23       Impact factor: 15.336

5.  Enzyme alchemy: cell-free synthetic biochemistry for natural products.

Authors:  Simon J Moore
Journal:  Emerg Top Life Sci       Date:  2019-11-11

6.  Biosynthesis of Diverse Type II Polyketide Core Structures in Streptomyces coelicolor M1152.

Authors:  Xuechen Zhu; Vilja Siitonen; Charles E Melançon Iii; Mikko Metsä-Ketelä
Journal:  ACS Synth Biol       Date:  2021-01-20       Impact factor: 5.110

7.  Dereplication strategies for targeted isolation of new antitrypanosomal actinosporins A and B from a marine sponge associated-Actinokineospora sp. EG49.

Authors:  Usama Ramadan Abdelmohsen; Cheng Cheng; Christina Viegelmann; Tong Zhang; Tanja Grkovic; Safwat Ahmed; Ronald J Quinn; Ute Hentschel; RuAngelie Edrada-Ebel
Journal:  Mar Drugs       Date:  2014-03-06       Impact factor: 5.118

8.  Huanglongmycin A-C, Cytotoxic Polyketides Biosynthesized by a Putative Type II Polyketide Synthase From Streptomyces sp. CB09001.

Authors:  Lin Jiang; Hong Pu; Jingxi Xiang; Meng Su; Xiaohui Yan; Dong Yang; Xiangcheng Zhu; Ben Shen; Yanwen Duan; Yong Huang
Journal:  Front Chem       Date:  2018-06-26       Impact factor: 5.221
  8 in total

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