Solvent-induced handedness inversion of dipeptide sodium salts derived from alanine

The relationship between amino acid sequences and their resulting nanostructure has been well studied, but that between amino acid chirality and nanostructure handedness has not. Four dipeptide sodium salts with long alkyl chains derived from L- and D-alanines were synthesized. The behavior of their...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 29(2013), 31 vom: 06. Aug., Seite 9721-6
1. Verfasser: Li, Yi (VerfasserIn)
Weitere Verfasser: Li, Baozong, Fu, Yitai, Lin, Shuwei, Yang, Yonggang
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2013
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article Research Support, Non-U.S. Gov't Dipeptides Salts Solvents Sodium 9NEZ333N27 Alanine OF5P57N2ZX
LEADER 01000naa a22002652 4500
001 NLM229741797
003 DE-627
005 20231224082822.0
007 cr uuu---uuuuu
008 231224s2013 xx |||||o 00| ||eng c
024 7 |a 10.1021/la402174w  |2 doi 
028 5 2 |a pubmed24n0765.xml 
035 |a (DE-627)NLM229741797 
035 |a (NLM)23915244 
040 |a DE-627  |b ger  |c DE-627  |e rakwb 
041 |a eng 
100 1 |a Li, Yi  |e verfasserin  |4 aut 
245 1 0 |a Solvent-induced handedness inversion of dipeptide sodium salts derived from alanine 
264 1 |c 2013 
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 25.02.2014 
500 |a Date Revised 06.08.2013 
500 |a published: Print-Electronic 
500 |a Citation Status MEDLINE 
520 |a The relationship between amino acid sequences and their resulting nanostructure has been well studied, but that between amino acid chirality and nanostructure handedness has not. Four dipeptide sodium salts with long alkyl chains derived from L- and D-alanines were synthesized. The behavior of their self-assembly into physical gels in water and THF was studied using field-emission scanning electron microscopy, circular dichroism (CD), FT-IR spectroscopy, (1)H NMR spectroscopy, and X-ray diffraction. The dipeptide salts organized into twisted nanoribbons, whose handedness was controlled by the terminal alanine chirality. The handedness of nanoribbons formed in water was opposite to that of those formed in THF. The dipeptide salts self-assembled into similar interdigitated bilayer structures in water and THF, but CD spectra of the gels indicated that the stacking of carbonyl groups was opposite. The formation of this handedness inversion is proposed to arise from the difference in interlayer distance and chiral stacking of carbonyl groups near the C-terminals 
650 4 |a Journal Article 
650 4 |a Research Support, Non-U.S. Gov't 
650 7 |a Dipeptides  |2 NLM 
650 7 |a Salts  |2 NLM 
650 7 |a Solvents  |2 NLM 
650 7 |a Sodium  |2 NLM 
650 7 |a 9NEZ333N27  |2 NLM 
650 7 |a Alanine  |2 NLM 
650 7 |a OF5P57N2ZX  |2 NLM 
700 1 |a Li, Baozong  |e verfasserin  |4 aut 
700 1 |a Fu, Yitai  |e verfasserin  |4 aut 
700 1 |a Lin, Shuwei  |e verfasserin  |4 aut 
700 1 |a Yang, Yonggang  |e verfasserin  |4 aut 
773 0 8 |i Enthalten in  |t Langmuir : the ACS journal of surfaces and colloids  |d 1992  |g 29(2013), 31 vom: 06. Aug., Seite 9721-6  |w (DE-627)NLM098181009  |x 1520-5827  |7 nnns 
773 1 8 |g volume:29  |g year:2013  |g number:31  |g day:06  |g month:08  |g pages:9721-6 
856 4 0 |u http://dx.doi.org/10.1021/la402174w  |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 29  |j 2013  |e 31  |b 06  |c 08  |h 9721-6