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

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

doi:10.1126/science.aaa9626

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

Science. 2015 Jul 10;349(6244):149. doi: 10.1126/science.aaa9626. Epub 2015 Jul 9.

Authors

Affiliations

¹ Department of Biochemistry, The University of Texas Southwestern Medical Center, Dallas, TX 75390, USA. [email protected].
² Department of Biochemistry, The University of Texas Southwestern Medical Center, Dallas, TX 75390, USA.
³ Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037, USA.
⁴ Department of Chemistry and Biochemistry, University of California San Diego, La Jolla, CA 92093, USA.

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.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Comment

MeSH terms

Animals
Cycloaddition Reaction*
Porifera / metabolism*
Pyrroles / chemical synthesis*

Substances

Pyrroles

Abstract

Publication types

MeSH terms

Substances

Grants and funding