The achiral tetrapeptide Z‐Aib‐Aib‐Aib‐Gly‐OtBu

The title achiral peptide N‐benzyloxycarbonyl‐α‐aminoisobutyryl‐α‐aminoisobutyryl‐α‐aminoisobutyrylglycine tert‐butyl ester or Z‐Aib‐Aib‐Aib‐Gly‐OtBu (Aib is α‐aminoisobutyric acid, Z is benzyloxycarbonyl, Gly is glycine and OtBu indicates the tert‐butyl ester), C26H40N4O7, is partly hydrated (0.075...

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Bibliographic Details
Published in:Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2014-11, Vol.70 (11), p.1046-1049
Main Authors: Gessmann, Renate, Brückner, Hans, Petratos, Kyriacos
Format: Article
Language:English
Subjects:
310‐helices
achiral peptides
Aminoisobutyric Acids - chemistry
Asymmetry
Crystal structure
Crystallography
Crystallography, X-Ray
Esters
Glycine
hydrogen bonding
Hydrogen bonds
Molecular Conformation
Oligopeptides - chemistry
Orientation
peptaibol antibiotic peptides
Peptides
tetrapeptides
Z‐Aib‐Aib‐Aib‐Gly‐OtBu
α‐aminoisobutyric acid
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Summary:The title achiral peptide N‐benzyloxycarbonyl‐α‐aminoisobutyryl‐α‐aminoisobutyryl‐α‐aminoisobutyrylglycine tert‐butyl ester or Z‐Aib‐Aib‐Aib‐Gly‐OtBu (Aib is α‐aminoisobutyric acid, Z is benzyloxycarbonyl, Gly is glycine and OtBu indicates the tert‐butyl ester), C26H40N4O7, is partly hydrated (0.075H2O) and has two different conformations which together constitute the asymmetric unit. Both molecules form incipient 310‐helices. They differ in the relative orientation of the N‐terminal protection group and at the C‐terminus. There are two 4→1 intramolecular hydrogen bonds.
ISSN:2053-2296
0108-2701
2053-2296
1600-5759
DOI:10.1107/S2053229614022165