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Core directed self‐assemblies in the solid state of retro aib bis‐peptide dicarboxylic acids: A design strategy for control of molecular orientation in peptides
Author(s) -
Karle Isabella L.,
Ranganathan Darshan
Publication year - 1995
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.360360307
Subject(s) - chemistry , hydrogen bond , intramolecular force , molecule , crystallography , moiety , stereochemistry , dicarboxylic acid , peptide , crystal engineering , self assembly , polymer chemistry , organic chemistry , biochemistry
Self‐assembly patterns as a function of the central core insert in the retro bis‐peptide dicarboxylic acids HOAibXAibOH, containing oxalyl (‐COCO1), fumaryl ( OCHCH CO ;2), and adipoyl [ CO(CH 2 ) 4 CO3], have been characterized by single crystal x‐ray diffraction analyses. Extensive hydrogen bonding occurs in each crystal but there are no OH…O bonds between acid groups. Only two types of hydrogen bonds occur in all the crystals:NH…O (acid terminal),2.84‐2.98 Åand OH (acidterminal)…O (corecarbonyl),2.55–2.67 Å (exceptfor an additional intramolecular C 5 type bond in the oxalyl moiety in 1). The self‐assembly patterns are a β‐network in1, separate layer assemblies (β‐networks) for two independent molecules in 2 that combine into a three‐dimensional γnetwork, and separate ribbon assembles (αnetworks) for two independent molecules in 3 that combine into an extended β‐network sheet withhydrophobic faces. © 1995 John Wiley & Sons, Inc.