On crystal versus fiber formation in dipeptide hydrogelator systems

Naphthalene dipeptides have been shown to be useful low-molecular-weight gelators. Here we have used a library to explore the relationship between the dipeptide sequence and the hydrogelation efficiency. A number of the naphthalene dipeptides are crystallizable from water, enabling us to investigate...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 28(2012), 25 vom: 26. Juni, Seite 9797-806
1. Verfasser: Houton, Kelly A (VerfasserIn)
Weitere Verfasser: Morris, Kyle L, Chen, Lin, Schmidtmann, Marc, Jones, James T A, Serpell, Louise C, Lloyd, Gareth O, Adams, Dave J
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2012
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Comparative Study Journal Article Research Support, Non-U.S. Gov't Dipeptides Hydrogels Naphthalenes Water 059QF0KO0R naphthalene 2166IN72UN
LEADER 01000naa a22002652 4500
001 NLM218233973
003 DE-627
005 20231224035916.0
007 cr uuu---uuuuu
008 231224s2012 xx |||||o 00| ||eng c
024 7 |a 10.1021/la301371q  |2 doi 
028 5 2 |a pubmed24n0727.xml 
035 |a (DE-627)NLM218233973 
035 |a (NLM)22651803 
040 |a DE-627  |b ger  |c DE-627  |e rakwb 
041 |a eng 
100 1 |a Houton, Kelly A  |e verfasserin  |4 aut 
245 1 0 |a On crystal versus fiber formation in dipeptide hydrogelator systems 
264 1 |c 2012 
336 |a Text  |b txt  |2 rdacontent 
337 |a ƒaComputermedien  |b c  |2 rdamedia 
338 |a ƒa Online-Ressource  |b cr  |2 rdacarrier 
500 |a Date Completed 31.10.2012 
500 |a Date Revised 21.11.2013 
500 |a published: Print-Electronic 
500 |a Citation Status MEDLINE 
520 |a Naphthalene dipeptides have been shown to be useful low-molecular-weight gelators. Here we have used a library to explore the relationship between the dipeptide sequence and the hydrogelation efficiency. A number of the naphthalene dipeptides are crystallizable from water, enabling us to investigate the comparison between the gel/fiber phase and the crystal phase. We succeeded in crystallizing one example directly from the gel phase. Using X-ray crystallography, molecular modeling, and X-ray fiber diffraction, we show that the molecular packing of this crystal structure differs from the structure of the gel/fiber phase. Although the crystal structures may provide important insights into stabilizing interactions, our analysis indicates a rearrangement of structural packing within the fibers. These observations are consistent with the fibrillar interactions and interatomic separations promoting 1D assembly whereas in the crystals the peptides are aligned along multiple axes, allowing 3D growth. This observation has an impact on the use of crystal structures to determine supramolecular synthons for gelators 
650 4 |a Comparative Study 
650 4 |a Journal Article 
650 4 |a Research Support, Non-U.S. Gov't 
650 7 |a Dipeptides  |2 NLM 
650 7 |a Hydrogels  |2 NLM 
650 7 |a Naphthalenes  |2 NLM 
650 7 |a Water  |2 NLM 
650 7 |a 059QF0KO0R  |2 NLM 
650 7 |a naphthalene  |2 NLM 
650 7 |a 2166IN72UN  |2 NLM 
700 1 |a Morris, Kyle L  |e verfasserin  |4 aut 
700 1 |a Chen, Lin  |e verfasserin  |4 aut 
700 1 |a Schmidtmann, Marc  |e verfasserin  |4 aut 
700 1 |a Jones, James T A  |e verfasserin  |4 aut 
700 1 |a Serpell, Louise C  |e verfasserin  |4 aut 
700 1 |a Lloyd, Gareth O  |e verfasserin  |4 aut 
700 1 |a Adams, Dave J  |e verfasserin  |4 aut 
773 0 8 |i Enthalten in  |t Langmuir : the ACS journal of surfaces and colloids  |d 1992  |g 28(2012), 25 vom: 26. Juni, Seite 9797-806  |w (DE-627)NLM098181009  |x 1520-5827  |7 nnns 
773 1 8 |g volume:28  |g year:2012  |g number:25  |g day:26  |g month:06  |g pages:9797-806 
856 4 0 |u http://dx.doi.org/10.1021/la301371q  |3 Volltext 
912 |a GBV_USEFLAG_A 
912 |a SYSFLAG_A 
912 |a GBV_NLM 
912 |a GBV_ILN_22 
912 |a GBV_ILN_350 
912 |a GBV_ILN_721 
951 |a AR 
952 |d 28  |j 2012  |e 25  |b 26  |c 06  |h 9797-806