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Photoactive amino acid derivatives with long alkyl chains

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Summary

Azobenzene amphiphiles containingβ-alanine, L-lysine orβ-homolysine moieties were synthesized and characterised. Stable monomolecular layers at the air/water interface and LB multilayers has been obtained from some of them. One sample of azobenzenes synthesized has been shown to undergo a reversible trans/cis photoisomerization upon light irradiation in both solution and LB multilayer.

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Abbreviations

DCC:

N,N′-dicyclohexyl carbodiimide

HONSu:

N-hydroxy succinimide

Boc:

t-butyloxycarbonyl

But :

t-butyl

EtOAc:

ethyl acetate

THF:

tetrahydrofuran

TEA:

triethylamine

HPLC:

high performance liquid chromatography

TLC:

thin layer chromatography

Ph:

phenyl

i-PrOH:

isopropyl alcohol

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Markava, E., Matisova, G., Gerca, L. et al. Photoactive amino acid derivatives with long alkyl chains. Amino Acids 10, 333–343 (1996). https://doi.org/10.1007/BF00805861

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  • DOI: https://doi.org/10.1007/BF00805861

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