Literature DB >> 831259

Participation of a nonenzymatic transformation in the biosynthesis of estrogens from androgens.

J Goto, J Fishman.   

Abstract

The biosynthesis of estrogens from androgens proceeds via three enzymatic hydroxylations, of which the first two take place on the C-19 methyl group and convert it to aldehyde. The final and rate-determining hydroxylation occurs at the 2 beta position, and the product rapidly and nonenzymatically collapses to an estrogen.

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Year:  1977        PMID: 831259     DOI: 10.1126/science.831259

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


  12 in total

1.  Transient neonatal estrogen exposure to estrogen-deficient mice (aromatase knockout) reduces prostate weight and induces inflammation in late life.

Authors:  Joseph John Bianco; Stephen John McPherson; Hong Wang; Gail S Prins; Gail Petuna Risbridger
Journal:  Am J Pathol       Date:  2006-06       Impact factor: 4.307

2.  Isolation of a full-length cDNA insert encoding human aromatase system cytochrome P-450 and its expression in nonsteroidogenic cells.

Authors:  C J Corbin; S Graham-Lorence; M McPhaul; J I Mason; C R Mendelson; E R Simpson
Journal:  Proc Natl Acad Sci U S A       Date:  1988-12       Impact factor: 11.205

Review 3.  Formation and Cleavage of C-C Bonds by Enzymatic Oxidation-Reduction Reactions.

Authors:  F Peter Guengerich; Francis K Yoshimoto
Journal:  Chem Rev       Date:  2018-06-22       Impact factor: 60.622

Review 4.  Human cytochrome P450 enzymes 5-51 as targets of drugs and natural and environmental compounds: mechanisms, induction, and inhibition - toxic effects and benefits.

Authors:  Slobodan P Rendic; F Peter Guengerich
Journal:  Drug Metab Rev       Date:  2018-08       Impact factor: 4.518

Review 5.  Recent advances in studies on estrogen biosynthesis.

Authors:  A M Brodie
Journal:  J Endocrinol Invest       Date:  1979 Oct-Dec       Impact factor: 4.256

6.  19-Hydroxylation of androgens in the rat brain.

Authors:  E F Hahn; S Miyairi; J Fishman
Journal:  Proc Natl Acad Sci U S A       Date:  1985-05       Impact factor: 11.205

7.  Isolation and characterization of a complementary DNA specific for human aromatase-system cytochrome P-450 mRNA.

Authors:  C T Evans; D B Ledesma; T Z Schulz; E R Simpson; C R Mendelson
Journal:  Proc Natl Acad Sci U S A       Date:  1986-09       Impact factor: 11.205

8.  Mechanism of 17α,20-Lyase and New Hydroxylation Reactions of Human Cytochrome P450 17A1: 18O LABELING AND OXYGEN SURROGATE EVIDENCE FOR A ROLE OF A PERFERRYL OXYGEN.

Authors:  Francis K Yoshimoto; Eric Gonzalez; Richard J Auchus; F Peter Guengerich
Journal:  J Biol Chem       Date:  2016-06-23       Impact factor: 5.157

9.  Molecular basis of aromatase deficiency in an adult female with sexual infantilism and polycystic ovaries.

Authors:  Y Ito; C R Fisher; F A Conte; M M Grumbach; E R Simpson
Journal:  Proc Natl Acad Sci U S A       Date:  1993-12-15       Impact factor: 11.205

10.  Mechanism of the third oxidative step in the conversion of androgens to estrogens by cytochrome P450 19A1 steroid aromatase.

Authors:  Francis K Yoshimoto; F Peter Guengerich
Journal:  J Am Chem Soc       Date:  2014-10-10       Impact factor: 15.419

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