PMID: 2096907Aug 1, 1990Paper

Photoresponsive peptide and polypeptide systems: 10. Synthesis and reversible photochromism of azo aromatic poly(L-alpha,beta-diaminopropionic acid)

International Journal of Biological Macromolecules
H YamamotoT Kawaura

Abstract

Poly-L-alpha,beta-diaminopropionic acid) having azo aromatic side chain was synthesized by the water-soluble carbodiimide procedure. The photochemical properties of the azo polypeptide poly[N beta-p-(phenylazo)benzoyl-L-alpha,beta-diaminopropionic acid] (PPABLDPA) was investigated by absorption and circular dichroism (c.d.) spectroscopy in hexafluoro-2-propanol (HFIP) and dimethylformamide. The photochromism of the absorption band in the visible and ultraviolet wavelength regions was found to be mostly reversible as a function of irradiation time at different wavelengths due to the photostationary state (88% trans)-cis photoisomerization of the azo aromatic moieties. The c.d. spectra exhibited two and three-stage photochromism on irradiation by light. The reversible photo-induced solubility change was also studied. On irradiation PPABLDPA is soluble under ultraviolet light (cis) and precipitates under visible light (88% trans) in HFIP-water. A discussion was presented that includes our previous results on this azo aromatic polylysine homologue series.

References

Oct 1, 1968·Biochemistry·L StevensJ Potter

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Citations

Nov 25, 2000·Angewandte Chemie·V BalzaniJ F Stoddart
Jun 22, 2013·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Mohamed A MakhyounSaied M Soliman
Nov 28, 2013·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Gökhan Alpaslan, Mustafa Macit
Jun 20, 2008·Organic & Biomolecular Chemistry·Alan Roy KatritzkySrinivasa Rao Tala
May 2, 2013·Chemical Society Reviews·Jin Huang, Andreas Heise
Jul 29, 2009·Chemical Biology & Drug Design·Alan R KatritzkySrinivasa R Tala
Aug 2, 2017·Scientific Reports·Minoru IshikawaYasuo Norikane
Jan 5, 2002·Chemical Reviews·Ben L. FeringaEdzard M. Geertsema
Jun 10, 2004·Chemical Reviews·Scott R TrenorTimothy E Long

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