Acta Crystallographica Section C

Structural Chemistry

Volume 70, Part 4 (April 2014)

organic compounds

eg3150 scheme

Acta Cryst. (2014). C70, 405-407    [ doi:10.1107/S2053229614005567 ]

The peptide Z-Aib-Aib-Aib-L-Ala-OtBu

R. Gessmann, H. Brückner and K. Petratos

Abstract: The title peptide, N-benzyl­oxycarbonyl-[alpha]-aminoisobutyryl-[alpha]-amino­isobutyryl-[alpha]-amino­isobutyryl-L-alanine tert-butyl ester or Z-Aib-Aib-Aib-L-Ala-OtBu (Aib is [alpha]-amino­isobutyric acid, Z is benzyl­oxycarbonyl and OtBu indicates the tert-butyl ester), C27H42N4O7, is a left-handed helix with a right-handed conformation in the fourth residue, which is the only chiral residue. There are two 4[rightwards arrow]1 intra­molecular hydrogen bonds in the structure. In the lattice, mol­ecules are hydrogen bonded to form columns along the c axis.

CCDC reference: 973278

Formula: C27H42N4O7

Keywords: crystal structure; peptide; left-handed helix; hydrogen bonding; [alpha]-amino­isobutyric acid; peptaibol antibiotic peptides; Aib-Aib-Aib-Ala.

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Text file
[ doi:10.1107/S2053229614005567/eg3150Isup3.txt ]
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