Structure of prolylrapamycin: confirmation through a revised and detailed NMR assignment study

A complete and detailed characterization of Rapamycin ( 1 ) and Prolylrapamycin ( 2 ) has been conducted by homo- and hetero-nuclear NMR experiments in DMSO- d 6 along with HRMS and FT-IR spectra and DSCs analyses. The NMR experiments allowed the assignment of every single proton and carbon atom bel...

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Bibliographic Details
Published in:Journal of antibiotics 2024-06, Vol.77 (6), p.345-352
Main Authors: Mortoni, Annalisa, Castelli, Eugenio, Recca, Teresa, Quadrelli, Paolo
Format: Article
Language:English
Subjects:
101/58
101/6
639/638/309/2144
639/638/403/936
692/700/155
Bacteriology
Biomedical and Life Sciences
Bioorganic Chemistry
Carbon
Experiments
Infrared spectroscopy
Life Sciences
Medical research
Medicinal Chemistry
Microbiology
Nitrogen
NMR
Nuclear magnetic resonance
Organic Chemistry
Piperidine
Protons
Pyrrolidine
Rapamycin
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Summary:A complete and detailed characterization of Rapamycin ( 1 ) and Prolylrapamycin ( 2 ) has been conducted by homo- and hetero-nuclear NMR experiments in DMSO- d 6 along with HRMS and FT-IR spectra and DSCs analyses. The NMR experiments allowed the assignment of every single proton and carbon atom belonging to the two structures and the definitive confirm of the presence of a pyrrolidine ring in Prolylrapamycin ( 2 ) in place of the piperidine ring that characterizes the structure of Sirolimus.
ISSN:0021-8820
1881-1469
1881-1469
DOI:10.1038/s41429-024-00714-6