ISSN:
1600-5759
Source:
Crystallography Journals Online : IUCR Backfile Archive 1948-2001
Topics:
Chemistry and Pharmacology
,
Geosciences
,
Physics
Notes:
The structures of two conformationally restricted 4,5-dihydroxynorvaline analogues with a norbornane skeleton, namely methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate, C18H23NO5, and methyl (1R,2S,3R,4S)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate, C18H23NO5, exhibit a conformation in the helical region of the φ,ψ map but their handedness is opposite. In both cases, the torsion angles (χ1,1) giving the relative orientation of the 1,2-dihydroxyethyl group of the amino acid side chain and the benzamide group of the peptide chain indicate that these groups adopt a nearly eclipsed conformation. Both compounds show a complex hydrogen-bonding pattern.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1107/S0108270100001645
Permalink