pH-Dependent morphology and optical properties of lysine-derived molecular biodynamers

Lee, Sangeun; Kaya, Cansu; Jang, Hongje; Koch, Marcus; Loretz, Brigitta; Lehr, Claus‐Michael; Hirsch, Anna K. H.

doi:10.1039/c9qm00651f

Cited by 7 publications

(4 citation statements)

References 16 publications

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“…The concentration of released HG-CA from the XL-DPs was determined by measuring the specific absorption at 350 nm (Figure S4) after collecting the fragments of biodynamers smaller than 10 kDa. It should be noted that the molecular weight of Lys-biodynamers used in this study was determined to be about 70 kDa by static light scattering . As shown in Figure B, 50% of the Lys-biodynamers degraded into oligomers smaller than 10 kDa at pH 5 in 24 h. In contrast, only about 10% of the Lys-biodynamers were degraded in a buffer at pH 7.4 and DI water due to the limited dynamicity of the dynamic covalent bonds on the backbone.…”

Section: Resultsmentioning

confidence: 99%

“…It should be noted that the molecular weight of Lys-biodynamers used in this study was determined to be about 70 kDa by static light scattering. 50 As shown in Figure 6B, 50% of the Lys-biodynamers degraded into oligomers smaller than 10 kDa at pH 5 in 24 h. In contrast, only about 10% of the Lys-biodynamers were degraded in a buffer at pH 7.4 and DI water due to the limited dynamicity of the dynamic covalent bonds on the backbone. Hence, we conclude that the swelling of the XL-DPs is attributed to the acid-responsive degradation of Lysbiodynamers, which is restricted to swelling only, without complete particle dissociation, owing to the cross-linking (as illustrated in Scheme 1).…”

Section: Serum Stability Of Xl-dpsmentioning

confidence: 96%

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pH-Responsive Dynaplexes as Potent Apoptosis Inductors by Intracellular Delivery of Survivin siRNA

Liu,

Ashmawy,

Latta

et al. 2023

Biomacromolecules

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Gene knockdown by siRNA offers an unrestricted choice of targets and specificity based on the principle of complementary Watson−Crick base pairing with mRNA. However, the negative charge, large molecular size, and susceptibility to enzymatic degradation of siRNA impede its successful transfection, hence limiting its potential for therapeutic use. The development of efficient and safe siRNA transfection agents is, therefore, critical for siRNA-based therapy. Herein, we developed a protein-based biodynamic polymer (biodynamer) that showed potential as a siRNA transfection vector, owing to its excellent biocompatibility, easy tunability, and dynamic polymerization under acidic environments. The positively charged biodynamers formed stable dynamic nanocomplexes (XL-DPs, hydrodynamic diameter of approximately 104 nm) with siRNA via electrostatic interactions and chemical cross-linking. As a proof of concept, the optimized XL-DPs were stable in physiological conditions with serum proteins and demonstrated significant pH-dependent size change and degradability, as well as siRNA release capability. The minimal cytotoxicity and excellent cellular uptake of XL-DPs effectively supported the intracellular delivery of siRNA. Our study demonstrated that the XL-DPs in survivin siRNA delivery enabled potent knockdown of survivin mRNA and induced notable apoptosis of carcinoma cells (2.2 times higher than a lipid-based transfection agent, Lipofectamine 2000). These findings suggested that our XL-DPs hold immense potential as a promising platform for siRNA delivery and can be considered strong candidates in the advancement of next-generation transfection agents.

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Section: Resultsmentioning

confidence: 99%

Section: Serum Stability Of Xl-dpsmentioning

confidence: 96%

pH-Responsive Dynaplexes as Potent Apoptosis Inductors by Intracellular Delivery of Survivin siRNA

Liu,

Ashmawy,

Latta

et al. 2023

Biomacromolecules

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“…As we know, amino acids are amphoteric organic molecules, which can form the corresponding conjugate acid or base by the addition or removal of protons, respectively. , Therefore, the electronic properties of SWCNTs can be tuned by using the same amino acid with different types. Lys was chosen because of its simple structure and SWCNT/Lys showed high PF.…”

Section: Resultsmentioning

confidence: 99%

Simultaneously Achieving Green p- and n-Type Single-Walled Carbon Nanotube Composites by Natural Amino Acids with High Performance for Thermoelectrics

Cao

Nie

Ren

et al. 2022

ACS Sustainable Chem. Eng.

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Many drugs, foods, and clothes are derived from natural products; however, little attention has been focused on natural-derived thermoelectric (TE) materials. In this work, several natural amino acids are first introduced to single-walled carbon nanotubes (SWCNTs) and a series of environment-friendly n- and p-type freestanding SWCNT/amino acid films are fabricated as potent TE materials. Among the composites, SWCNT/histidine (His) and SWCNT/lysine (Lys) achieve excellent n-type TE properties, with the highest power factors of 508.5 and 502.0 μW m–1 K–2 at room temperature, respectively. SWCNT/aspartic acid (Asp) displays p-type behaviors, with the highest power factor of 221.6 μW m–1 K–2 at room temperature. Moreover, a TE device based on SWCNT/Lys and SWCNT/Asp including five p–n junctions is fabricated. The high open-circuit voltage (42.3 mV) and output power (4.3 μW) are obtained at ΔT = 87 K. Given the excellent TE performance, green composites based on natural-derived materials can be the promising candidates for TE devices.

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“…Additionally, the luminescent properties of polymers containing acylhydrazone bonds can be regulated under different chemical stimuli. The Hirsch group reported the pH-dependent morphology and optical property of a lysine-derived polymer [ 45 ]. Wu et al developed a fluorescent polymer nanofilm based on acylhydrazone bonds [ 46 ].…”

Section: Polymeric Emissive Materials Based On Acylhydrazone Bondmentioning

confidence: 99%

Polymeric Emissive Materials Based on Dynamic Covalent Bonds

Zheng

2022

Molecules

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Dynamic covalent polymers, composed of dynamic covalent bonds (DCBs), have received increasing attention in the last decade due to their adaptive and reversible nature compared with common covalent linked polymers. Incorporating the DCBs into the polymeric material endows it with advanced performance including self-healing, shape memory property, and so forth. However, the emissive ability of such dynamic covalent polymeric materials has been rarely reviewed. Herein, this review has summarized DCBs-based emissive polymeric materials which are classified according to the different types of DCBs, including imine bond, acylhydrazone bond, boronic ester bond, dynamic C-C bond, as well as the reversible bonds based on Diels–Alder reaction and transesterification. The mechanism of chemical reactions and various stimuli-responsive behaviors of DCBs are introduced, followed by typical emissive polymers resulting from these DCBs. By taking advantage of the reversible nature of DCBs under chemical/physical stimuli, the constructed emissive polymeric materials show controllable and switchable emission. Finally, challenges and future trends in this field are briefly discussed in this review.

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pH-Dependent morphology and optical properties of lysine-derived molecular biodynamers

Abstract: The spherical micelles of the carbazole monomer transformed into nanorods in the course of the polymerization. The polymeric nanorods show pH-dependent changes in fluorescence emission and size.

Cited by 7 publications

References 16 publications

pH-Responsive Dynaplexes as Potent Apoptosis Inductors by Intracellular Delivery of Survivin siRNA

pH-Responsive Dynaplexes as Potent Apoptosis Inductors by Intracellular Delivery of Survivin siRNA

Simultaneously Achieving Green p- and n-Type Single-Walled Carbon Nanotube Composites by Natural Amino Acids with High Performance for Thermoelectrics

Polymeric Emissive Materials Based on Dynamic Covalent Bonds

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