acid or pyridoxal-5-phosphate reacts with 16 to produce gels of the acylhydrazone
quartet derivatives 18. The gelation process results from a multilevel self-assembly
based on the cation-templated self-assembly of quartets of guanosine acylhydrazone
derivatives. This represents an example of gelation-driven self-organization with
component selection and amplification in dynamic hydrogels based on G-quartet
formation and reversible dynamic covalent bonding.
O
O
O
O
O
O
O
13
14
HN
O
O
H
N
O
NH
N
N
N
O O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
14
+
O
Functionalised
fibre network gel
O
S
NH
O
O
O
NEt 2
Et 2 N
15
O
HN
O
NH 2
O
H
N
H 2 N
NH
NH 2
Fibre
networked gel
Scheme 4.5 Catalytic formation of trishydrazone hydrogelator and functionalization
Fig. 4.5 Concept of functionalized gel fibre network formation via partial replacement of the
original aldehyde (A11 = 14) by a functionalized aldehyde creating a gel with tailored
functionalities. Adapted with permission from [14]. Copyright © The Royal Society of
Chemistry 2016
4.1 Discrete Gelators
127
quartet derivatives 18. The gelation process results from a multilevel self-assembly
based on the cation-templated self-assembly of quartets of guanosine acylhydrazone
derivatives. This represents an example of gelation-driven self-organization with
component selection and amplification in dynamic hydrogels based on G-quartet
formation and reversible dynamic covalent bonding.
O
O
O
O
O
O
O
13
14
HN
O
O
H
N
O
NH
N
N
N
O O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
14
+
O
Functionalised
fibre network gel
O
S
NH
O
O
O
NEt 2
Et 2 N
15
O
HN
O
NH 2
O
H
N
H 2 N
NH
NH 2
Fibre
networked gel
Scheme 4.5 Catalytic formation of trishydrazone hydrogelator and functionalization
Fig. 4.5 Concept of functionalized gel fibre network formation via partial replacement of the
original aldehyde (A11 = 14) by a functionalized aldehyde creating a gel with tailored
functionalities. Adapted with permission from [14]. Copyright © The Royal Society of
Chemistry 2016
4.1 Discrete Gelators
127
