Relative and absolute configurations of ganefromycin alpha

T Andersson; N Berova; K Nakanishi; G T Carter

doi:10.1021/ol005598u

Relative and absolute configurations of ganefromycin alpha

Org Lett. 2000 Apr 6;2(7):919-22. doi: 10.1021/ol005598u.

Authors

T Andersson¹, N Berova, K Nakanishi, G T Carter

Affiliation

¹ Department of Chemistry, Columbia University, New York, New York 10027, USA.

PMID: 10768186
DOI: 10.1021/ol005598u

Abstract

The full structure of ganefromycin alpha has been determined. The relative configurations were determined from 3JH,H coupling constants and NOE data, while the absolute configurations in moleties A and B were determined separately by difference CD of their acylate derivatives, which showed typical exciton couplets. The configurations of the stereogenic centers in ganefromycin alpha are 8S, 9S, 11R, 12S, 13S, 21S, 22R, 23R, 24R, and 26S.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Aminoglycosides*
Anti-Bacterial Agents / chemistry*
Circular Dichroism
Molecular Conformation
Spectrophotometry, Ultraviolet
Stereoisomerism

Substances

Aminoglycosides
Anti-Bacterial Agents
phenelfamycin E

Grants and funding

GM 34509/GM/NIGMS NIH HHS/United States