Photoswitchable Polypeptides

Ciardelli, Francesco; Pieroni, Osvaldo

doi:10.1002/3527600329.ch13

Cited by 9 publications

(5 citation statements)

References 70 publications

(99 reference statements)

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“…The tethering of rodlike, synthetic polypeptides on solid surfaces with a controlled orientation and molecular conformation is desired for a range of applications, including chiral separation membranes, optoelectronic devices, − and biosensing. − Polypeptides are characterized by a tunable secondary structure with a range of unique properties: they can exist in α-helical, β-sheet, and random coil conformations with α-helices and β-sheets constituting the secondary structures of proteins, and helical peptides are also considered to be promising materials for the construction of supramolecular systems . In addition, the transition from the α-helix to the random coil state in solution shares key characteristics with protein denaturation…”

Section: Introductionmentioning

confidence: 99%

In situ Characterization of N-Carboxy Anhydride Polymerization in Nanoporous Anodic Alumina

2009

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Poly(gamma-benzyl-L-glutamate) (PBLG) has been a popular model polypeptide for a range of physicochemical studies, and its modifiable ester side chains make it an attractive platform for various potential applications. Thin films of Poly(gamma-benzyl-L-glutamate) PBLG were surface grafted within nanoporous anodic alumina (AAO) by surface-initiated polymerization of the N-carboxy anhydride of benzyl-L-glutamate (BLG-NCA). The grafting process was characterized by optical waveguide spectroscopy (OWS), infrared spectroscopy (FT-IR), and scanning electron microscopy (SEM). OWS was able to track the PBLG layer thickness increase in situ, and ex situ FT-IR gave complementary information on the PBLG chain's secondary structure. Transitions in the PBLG growth rate could be correlated with transitions in the polypeptide secondary structure. The emergence of a three-dimensional, anisotropic PBLG morphology within the cylindrical pores of the AAO membrane was also identified as the grafted PBLG average layer thickness increased. Comparison of the PBLG/AAO results with those on a planar silicon dioxide surface indicated that both the conformational transitions and the PBLG nanostructure development could be attributed to the confining geometry within the pores of the nanoporous AAO matrix. The use of a nanoporous AAO matrix, combined with the surface grafting of a thin film of PBLG chains with multiple modifiable side chains, could potentially offer a nanoporous platform with a very high density of functional sites.

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Section: Introductionmentioning

confidence: 99%

In situ Characterization of N-Carboxy Anhydride Polymerization in Nanoporous Anodic Alumina

2009

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“…The physicochemical and structural changes associated with the E ⇆ Z photoisomerization of azobenzene derivatives − have been widely exploited to modify chemical systems by means of light stimulation. For instance, such a reaction has been used to modulate the structural and physicochemical properties of polymers, , liquid crystals, biomolecules, surfaces, and dendritic 9 and supramolecular 10,11 systems, as well as to construct multichromophoric compounds, , molecular-level memories, logic gates, devices, and machines. , …”

Section: Introductionmentioning

confidence: 99%

Cyclohexenylphenyldiazene: A Simple Surrogate of the Azobenzene Photochromic Unit

et al. 2007

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We have carried out an experimental and computational study on the ground- and excited-state photochemical and photophysical properties of (1-cyclohexenyl)phenyldiazene (CPD), a species formally derived from azobenzene in which one of the phenyl rings is replaced by a 1-cyclohexene substituent. The results show that CPD does substantially behave like azobenzene, but with a higher (approximately 70%) Phi(Z-->E) (npi*) photoisomerization quantum yield, calling for CPD as an effective alternative of azobenzene itself with new functionalization possibilities. By use of state-of-the-art ab initio CASPT2//CASSCF minimum energy path computations, we have identified the most efficient decay and isomerization routes of the absorbing singlet (pipi*), S1 (npi*), T1, and S0 states of CPD. The resulting mechanistic scheme agrees with experimental findings and provides a rationale of the observed photoisomerization quantum yields. Furthermore, this study provides a deep insight on the photophysical and photochemical properties of compounds based on the -N=N- double bond which supplies a general model for the photoreactivity of azobenzene-type compounds in general. This is expected to be a useful guideline for the design of novel photoreactive azo compounds.

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“…Intrinsically, the spiropyran class generally has relatively poor photostability and has largely been superseded by the more fatigue-resistant spirooxazine and naphthopyran systems. Nevertheless, spiropyrans still form the subject of research by biochemists, for example as probes or controls [28][29][30], and by material scientists, as in the case of tensile stress sensors [31] and photoswitched magnetic systems [32], where light stability is not a prerequisite.…”

Section: Spiropyransmentioning

confidence: 99%

Industrial organic photochromic dyes

Corns¹,

Partington²,

Towns³

2009

Coloration Technology

179

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Organic photochromic molecules are well established as colorants in the manufacture of niche products, providing striking colour change effects when irradiated with light. This paper describes the industrially important classes of photochromic dye in terms of their development and chemistries, the applications in which their photochromism is employed commercially, and the technical features behind their success. Photochromic systems form the subject of much industrially funded research into nascent high‐tech applications that have the potential to become the most commercially significant outlets for photochromic dyes. Those types being scrutinised are therefore also discussed along with the directions in which the industrial use of photochromic colorants may take.

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Photoswitchable Polypeptides

Cited by 9 publications

References 70 publications

In situ Characterization of N-Carboxy Anhydride Polymerization in Nanoporous Anodic Alumina

In situ Characterization of N-Carboxy Anhydride Polymerization in Nanoporous Anodic Alumina

Cyclohexenylphenyldiazene: A Simple Surrogate of the Azobenzene Photochromic Unit

Industrial organic photochromic dyes

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