Literature DB >> 26160939

ORGANIC SYNTHESIS. Response to Comment on "Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence".

Zhiqiang Ma1, Xiaolei Wang1, Xiao Wang2, Rodrigo A Rodriguez3, Curtis E Moore4, Shuanhu Gao2, Xianghui Tan2, Yuyong Ma2, Arnold L Rheingold4, Phil S Baran3, Chuo Chen2.   

Abstract

Sherman et al. commented on the precedence of enantiodivergence, listing a number of congeneric natural products with opposite chirality. However, these "congeners" are not derived from enantiodivergent biosyntheses. Instead, they are antipodes arising from separate enantiomeric biosyntheses. A distinct feature of the biosynthesis of the cyclic pyrrole-imidazole dimers is the production of antipodal congeners without the corresponding enantiomers.
Copyright © 2015, American Association for the Advancement of Science.

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Year:  2015        PMID： 26160939      PMCID： PMC4536548          DOI： 10.1126/science.aaa9626

Source DB:  PubMed          Journal:  Science        ISSN： 0036-8075            Impact factor:   47.728


  9 in total

1.  Asymmetric total synthesis of (-)-VM55599: establishment of the absolute stereochemistry and biogenetic implications.

Authors:  Juan F Sanz-Cervera; Robert M Williams
Journal:  J Am Chem Soc       Date:  2002-03-20       Impact factor: 15.419

2.  Secoisolariciresinol dehydrogenase purification, cloning, and functional expression. Implications for human health protection.

Authors:  Z Q Xia; M A Costa; H C Pelissier; L B Davin; N G Lewis
Journal:  J Biol Chem       Date:  2001-01-18       Impact factor: 5.157

Review 3.  Enantiomeric natural products: occurrence and biogenesis.

Authors:  Jennifer M Finefield; David H Sherman; Martin Kreitman; Robert M Williams
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-03       Impact factor: 15.336

4.  Pyrrole aminoimidazole alkaloid metabiosynthesis with marine sponges Agelas conifera and Stylissa caribica.

Authors:  E Paige Stout; Yong-Gang Wang; Daniel Romo; Tadeusz F Molinski
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-04       Impact factor: 15.336

Review 5.  Paraherquamides, brevianamides, and asperparalines: laboratory synthesis and biosynthesis. An interim report.

Authors:  Robert M Williams; Rhona J Cox
Journal:  Acc Chem Res       Date:  2003-02       Impact factor: 22.384

6.  ORGANIC SYNTHESIS. Comment on "Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence".

Authors:  David H Sherman; Sachiko Tsukamoto; Robert M Williams
Journal:  Science       Date:  2015-07-09       Impact factor: 47.728

7.  Identification of (+)-phyllocladene, (--)-sandaracopimaradiene, and (+)-kaurene as new fungal metabolites from fusicoccin-producing Phomopsis amygdali F6.

Authors:  Hiromichi Kenmoku; Mio Tanaka; Koichi Ogiyama; Nobuo Kato; Takeshi Sassa
Journal:  Biosci Biotechnol Biochem       Date:  2004-07       Impact factor: 2.043

8.  Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence.

Authors:  Zhiqiang Ma; Xiaolei Wang; Xiao Wang; Rodrigo A Rodriguez; Curtis E Moore; Shuanhu Gao; Xianghui Tan; Yuyong Ma; Arnold L Rheingold; Phil S Baran; Chuo Chen
Journal:  Science       Date:  2014-10-10       Impact factor: 47.728

9.  Diterpenes from Solidago rugosa.

Authors:  T Lu; D Vargas; S G Franzblau; N H Fischer
Journal:  Phytochemistry       Date:  1995-01       Impact factor: 4.072
  9 in total
  1 in total

1.  Bisindole Alkaloids from a New Zealand Deep-Sea Marine Sponge Lamellomorpha strongylata.

Authors:  Kavita Ragini; Andrew M Piggott; Peter Karuso
Journal:  Mar Drugs       Date:  2019-12-04       Impact factor: 5.118
  1 in total

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