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Conformational studies of peptides. The crystal structures of N-acetyl-L-prolinamide and N-acetyl-(S)-thiazolidine-4-carboxamide

✍ Scribed by E. Benedetti; A. Christensen; C. Gilon; W. Fuller; M. Goodman

Publisher
Wiley (John Wiley & Sons)
Year
1976
Tongue
English
Weight
597 KB
Volume
15
Category
Article
ISSN
0006-3525

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✦ Synopsis

Abstract

The crystal structure of N′‐acetyl‐L‐prolinamide and its isomorphous alalog N′‐acetyl‐(S)‐thiazolidine‐4‐carboxamide was determined using highly accurate parameters obtained by room‐ and low‐temperature data‐collecting systems. Both crystals are orthorhombic, space group P2~1~2~1~2~1~, with four molecules per unit cell held together by a hydrogen‐bond system that extends in all directions.

Both molecules exhibit the following conformational features: the acetyl group is in the trans configuration in respect to the tertiary amide. The primary amide is almost at right angles with respect to the mean plane of the ring and the –NH~2~ group is over the ring. The pyrrolidine and thiazolidine rings were found to be rather flexible with C^β^ puckering in the former and sulfur in the latter.

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