Biogenesis of Hyoscyamine
@article{Leete1954BiogenesisOH,
title={Biogenesis of Hyoscyamine},
author={Edward Leete and L{\'e}o Marion and Ian D. Spenser},
journal={Nature},
year={1954},
volume={174},
pages={650-651}
}THE biogenetic origin of the tropane bases has recently been the subject of some discussion1,2, Mortimer1 suggesting that the tropane skeleton may be derived from the breakdown products of tryptophan metabolism. This novel idea is contrary to the accepted hypothesis that a base such as tropine is produced in vivo by reactions analogous to the in vitro synthesis3 of tropinone from succindialdehyde, methylamine and acetone. The succindialdehyde is considered to be a metabolite of ornithine, and…
26 Citations
Tropane and Related Alkaloids
- Chemistry
- 2000
Tropane alkaloids comprise a large group of bases occurring predominantly in the family of the Solanaceae. Structurally they are esters of carboxylic acids with tropine…
Tropane alkaloid biosynthesis: a centennial review.
- ChemistryNatural product reports
- 2021
The aim of this review is to present the innovative ideas and results in exploring the story of tropane alkaloid biosynthesis in plants from 1917 to 2020 and underscores the importance of total synthesis in the study of natural product biosynthesis.
Biogenetic-type syntheses of natural products.
- Chemistry
- 1961
During the past fifty to sixty years, tremendous advances have been made in the laboratory preparation of complex, naturally occurring organic substances. As early as the first part of the present…
Synthesis of tropine-labeled atropine. I. Micro methods for the synthesis of tropine and for its esterification with tropic acid.
- Chemistry, BiologyJournal of pharmaceutical sciences
- 1967
The procedures are designed for the synthesis of labeled tropine and tropine-labeled atropine from labeled arabinose and the results show that micro quantities of reactants routinely produce 67–72 per cent of theoretical tropine yields.
Synthesis of tropine-labeled atropine. IV. Labeling of the 2, 3, and 4 positions of atropine from citric-14-C acid.
- Chemistry, BiologyJournal of pharmaceutical sciences
- 1968
This is the first reported syntheses of tropine or atropine labeled with 14C in positions other than the endo-methyl group.
Tropinone synthesis via an atypical polyketide synthase and P450-mediated cyclization
- Chemistry, BiologyNature Communications
- 2018
The authors discovered the enzymes AbPYKS and AbCYP82M3, a non-canonical polyketide synthase and a cytochrome P450, that work sequentially to form tropinone from N-methyl-Δ1-pyrrolinium cation.
Tropane alkaloids biosynthesis involves an unusual type III polyketide synthase and non-enzymatic condensation
- Chemistry, BiologyNature Communications
- 2019
This study provides a long sought-after biosynthetic mechanism to explain condensation between N-methylpyrrolinium and acetate units and identifies an unusual plant type III polyketide synthase that can only catalyze one round of malonyl-CoA condensation.
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