Peptoid-phthalocyanine architectures with different grafting positions: Synthetic strategy and photoproperties

Rzeigui, Maha; Şahin, Zeynel; Roy, Olivier; Küçük, Tuğba; Goler, Omer; Atílla, Devrim; Jameleddine, Khiari; Dumoulin, Fabienne; Taillefumier, Claude

doi:10.1016/j.dyepig.2020.109095

Cited by 2 publications

(2 citation statements)

References 73 publications

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“…Positive ion and linear mode MALDI-TOF MS spectra of the compounds were obtained in 2,5-dihydroxy benzoic acid MALDI matrix using nitrogen laser accumulation 50 laser shots. The substituted 4-nitrophthalonitrile, 65 4-[(6-hydroxyhexyl)oxy]phthalonitrile, 66 and 4-(2,2,3,3-tetrafluoropropoxy)phthalonitrile 67 were synthesized and purified according to the literature procedures. N , N ′-Dimethylformamide and n -amyl alcohol were dried as described by Perrin and Armarego 68 before use.…”

Section: Methodsmentioning

confidence: 99%

Quantum-Classical Protocol for Efficient Characterization of Absorption Lineshape and Fluorescence Quenching upon Aggregation: The Case of Zinc Phthalocyanine Dyes

Aarabi,

Aranda,

Gholami

et al. 2023

J. Chem. Theory Comput.

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A quantum-classical protocol that incorporates Jahn–Teller vibronic coupling effects and cluster analysis of molecular dynamics simulations is reported, providing a tool for simulations of absorption spectra and ultrafast nonadiabatic dynamics in large molecular photosystems undergoing aggregation in solution. Employing zinc phthalocyanine dyes as target systems, we demonstrated that the proposed protocol provided fundamental information on vibronic, electronic couplings and thermal dynamical effects that mostly contribute to the absorption spectra lineshape and the fluorescence quenching processes upon dye aggregation. Decomposing the various effects arising upon dimer formation, the structure–property relations associated with their optical responses have been deciphered at atomistic resolution.

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Section: Methodsmentioning

confidence: 99%

Quantum-Classical Protocol for Efficient Characterization of Absorption Lineshape and Fluorescence Quenching upon Aggregation: The Case of Zinc Phthalocyanine Dyes

Aarabi,

Aranda,

Gholami

et al. 2023

J. Chem. Theory Comput.

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“…The variety of side chains accessible to solid-phase techniques provides opportunities to explore the influence of functional groups on different application-relevant properties such as self-assembly, biological activity, and biorecognition. − While there are well-established protocols for automated and manual solid-phase synthesis, optimization is required for accessing select side chains, such as those that are heterocyclic, chiral, bulky, hydrophobic, and charged, and are not accessible through post-modifications. − Side chains containing functionalities such as amino or carboxyl groups require protection to prevent cross-reaction during synthesis and the formation of undesired linkages. Side chain protecting groups such as tert -butoxycarbonyl (Boc) and tert -butyl esters are acid-labile and can be simultaneously deprotected during resin cleavage conditions, avoiding additional deprotection reactions.…”

Section: Optimizing the Solid-phase Synthesis Of Peptoidsmentioning

confidence: 99%

A Field Guide to Optimizing Peptoid Synthesis

2022

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N-Substituted glycines (peptoids) are a class of peptidomimetic molecules used as materials for health, environmental, and drug delivery applications. Automated solid-phase synthesis is the most widely used approach for preparing polypeptoids, with a range of published protocols and modifications for selected synthetic targets. Simultaneously, emerging solutionphase syntheses are being leveraged to overcome limitations in solid-phase synthesis and access high-molecular weight polypeptoids. This Perspective aims to outline strategies for the optimization of both solid-and solution-phase synthesis, provide technical considerations for robotic synthesizers, and offer an outlook on advances in synthetic methodologies. The solid-phase synthesis sections explore steps for protocol optimization, accessing complex side chains, and adaptation to robotic synthesizers; the sections on solution-phase synthesis cover the selection of initiators, side chain compatibility, and strategies for controlling polymerization efficiency and scale. This text acts as a "field guide" for researchers aiming to leverage the flexibility and adaptability of peptoids in their research.

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Peptoid-phthalocyanine architectures with different grafting positions: Synthetic strategy and photoproperties

Cited by 2 publications

References 73 publications

Quantum-Classical Protocol for Efficient Characterization of Absorption Lineshape and Fluorescence Quenching upon Aggregation: The Case of Zinc Phthalocyanine Dyes

Quantum-Classical Protocol for Efficient Characterization of Absorption Lineshape and Fluorescence Quenching upon Aggregation: The Case of Zinc Phthalocyanine Dyes

A Field Guide to Optimizing Peptoid Synthesis

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