Literature DB >> 10639368

Identification of a cyclase gene dictating the C-9 stereochemistry of anthracyclines from Streptomyces nogalater.

S Torkkell1, T Kunnari, K Palmu, J Hakala, P Mäntsälä, K Ylihonko.   

Abstract

Nogalamycin is an anthracycline antibiotic produced by Streptomyces nogalater. Its aglycone has a unique stereochemistry (7S, 9S, 10R) compared to that of most other anthracyclines (7S, 9R, 10R). The gene snoaL, encoding a nogalonic acid methyl ester cyclase for nogalamycin, was used to generate nogalamycinone, demonstrating that the single cyclase dictates the C-9 stereochemistry of anthracyclines.

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Year:  2000        PMID： 10639368      PMCID： PMC89689          DOI： 10.1128/AAC.44.2.396-399.2000

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN： 0066-4804            Impact factor:   5.191


  16 in total

1.  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

2.  Codon usage in the G+C-rich Streptomyces genome.

Authors:  F Wright; M J Bibb
Journal:  Gene       Date:  1992-04-01       Impact factor: 3.688

3.  The Streptomyces peucetius dpsY and dnrX genes govern early and late steps of daunorubicin and doxorubicin biosynthesis.

Authors:  N Lomovskaya; Y Doi-Katayama; S Filippini; C Nastro; L Fonstein; M Gallo; A L Colombo; C R Hutchinson
Journal:  J Bacteriol       Date:  1998-05       Impact factor: 3.490

4.  Conformational flexibility of ring A in a series of substituted anthracyclines: 1H-n.m.r. and quantum mechanical studies.

Authors:  S Penco; A Vigevani; C Tosi; R Fusco; D Borghi; F Arcamone
Journal:  Anticancer Drug Des       Date:  1986-04

5.  Nucleotide sequences and expression of genes from Streptomyces purpurascens that cause the production of new anthracyclines in Streptomyces galilaeus.

Authors:  J Niemi; P Mäntsälä
Journal:  J Bacteriol       Date:  1995-05       Impact factor: 3.490

6.  Molecular structure, stereochemistry and interactions of steffimycin B, and DNA binding anthracycline antibiotic.

Authors:  S K Arora
Journal:  J Biomol Struct Dyn       Date:  1985-10

7.  Isolation and characterization of aclacinomycin A-non-producing Streptomyces galilaeus (ATCC 31615) mutants.

Authors:  K Ylihonko; J Hakala; J Niemi; J Lundell; P Mäntsälä
Journal:  Microbiology       Date:  1994-06       Impact factor: 2.777

8.  Analysis of clustered genes encoding both early and late steps in daunomycin biosynthesis by Streptomyces sp. strain C5.

Authors:  M L Dickens; J Ye; W R Strohl
Journal:  J Bacteriol       Date:  1995-02       Impact factor: 3.490

9.  Functional characterization and transcriptional analysis of a gene cluster governing early and late steps in daunorubicin biosynthesis in Streptomyces peucetius.

Authors:  K Madduri; C R Hutchinson
Journal:  J Bacteriol       Date:  1995-07       Impact factor: 3.490

10.  Cloning and analysis of the promoter region of the erythromycin resistance gene (ermE) of Streptomyces erythraeus.

Authors:  M J Bibb; G R Janssen; J M Ward
Journal:  Gene       Date:  1985       Impact factor: 3.688
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  7 in total

1.  Structure of the polyketide cyclase SnoaL reveals a novel mechanism for enzymatic aldol condensation.

Authors:  Azmiri Sultana; Pauli Kallio; Anna Jansson; Ji-Shu Wang; Jarmo Niemi; Pekka Mäntsälä; Gunter Schneider
Journal:  EMBO J       Date:  2004-04-08       Impact factor: 11.598

2.  Structure of a conserved hypothetical protein, TTHA0849 from Thermus thermophilus HB8, at 2.4 A resolution: a putative member of the StAR-related lipid-transfer (START) domain superfamily.

Authors:  Makoto Nakabayashi; Naoki Shibata; Hirofumi Komori; Yasufumi Ueda; Hitoshi Iino; Akio Ebihara; Seiki Kuramitsu; Yoshiki Higuchi
Journal:  Acta Crystallogr Sect F Struct Biol Cryst Commun       Date:  2005-11-05

3.  Engineering anthracycline biosynthesis toward angucyclines.

Authors:  Mikko Metsä-Ketelä; Kaisa Palmu; Tero Kunnari; Kristiina Ylihonko; Pekka Mäntsälä
Journal:  Antimicrob Agents Chemother       Date:  2003-04       Impact factor: 5.191

4.  Biosynthesis of akaeolide and lorneic acids and annotation of type I polyketide synthase gene clusters in the genome of Streptomyces sp. NPS554.

Authors:  Tao Zhou; Hisayuki Komaki; Natsuko Ichikawa; Akira Hosoyama; Seizo Sato; Yasuhiro Igarashi
Journal:  Mar Drugs       Date:  2015-01-16       Impact factor: 5.118

5.  A Novel Class of Plant Type III Polyketide Synthase Involved in Orsellinic Acid Biosynthesis from Rhododendron dauricum.

Authors:  Futoshi Taura; Miu Iijima; Eriko Yamanaka; Hironobu Takahashi; Hiromichi Kenmoku; Haruna Saeki; Satoshi Morimoto; Yoshinori Asakawa; Fumiya Kurosaki; Hiroyuki Morita
Journal:  Front Plant Sci       Date:  2016-09-27       Impact factor: 5.753

6.  Omics Technologies to Understand Activation of a Biosynthetic Gene Cluster in Micromonospora sp. WMMB235: Deciphering Keyicin Biosynthesis.

Authors:  Deepa Acharya; Ian Miller; Yusi Cui; Doug R Braun; Mark E Berres; Matthew J Styles; Lingjun Li; Jason Kwan; Scott R Rajski; Helen E Blackwell; Tim S Bugni
Journal:  ACS Chem Biol       Date:  2019-06-07       Impact factor: 5.100

Review 7.  Biosynthesis of Nature-Inspired Unnatural Cannabinoids.

Authors:  Kevin J H Lim; Yan Ping Lim; Yossa D Hartono; Maybelle K Go; Hao Fan; Wen Shan Yew
Journal:  Molecules       Date:  2021-05-14       Impact factor: 4.411
  7 in total

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