Abstract
Prostaglandin H2 displays at 500 MHz a detailed 1H-NMR in which all methylene groups are non-equivalent in C6D6 solution. The spectrum was assigned by analogy to isosteric structures. The dissymmetric perturbation and steric hindrance of the bicyclo [2.2.1] core caused by the side-chains provides a rationale for the selective fragmentations which PGH2 undergoes. Purified PGH2 is considerably more robust than previous literature accounts suggest. The following transformations were monitored by 1H-NMR: 1) OO bond cleavage by Ph3P, 2) aqueous media fragmentation to PGE2 and PGD2, 3) base catalyzed fragmentation to ketoaldehydes, and 4) thermolysis attempts.
Original language | English (US) |
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Pages (from-to) | 512-519 |
Number of pages | 8 |
Journal | Biochemical and Biophysical Research Communications |
Volume | 120 |
Issue number | 2 |
DOIs | |
State | Published - Apr 30 1984 |
Externally published | Yes |
ASJC Scopus subject areas
- Biophysics
- Biochemistry
- Molecular Biology
- Cell Biology