Chitosan-phenylalanine-mPEG nanoparticles: From a single step water-based conjugation to the potential allergen delivery system

Jirawutthiwongchai, Jatesuda; Klaharn, I-yanut; Hobang, Nattapat; Mai-ngam, Katanchalee; Klaewsongkram, Jettanong; Sereemaspun, Amornpun; Chirachanchai, Suwabun

doi:10.1016/j.carbpol.2015.12.076

Cited by 19 publications

(12 citation statements)

References 52 publications

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“…These NPs as well as allergen‐free chitosan NPs loaded with IFN‐γ or TGF‐ß expressing DNA induce Th1 or Treg responses . In vitro, allergen‐loaded chitosan NPs led to an enhanced uptake, processing, and antigen presentation by DCs, a reduction of cellular inflammation in human keratinocytes, and a reduced IFN‐γ and IL‐10 secretion by human PBMC from allergic donors …”

Section: Biodegradable Nanostructuresmentioning

confidence: 99%

Recent advances in the use of nanoparticles for allergen‐specific immunotherapy

Pohlit

Bellinghausen

Frey

et al. 2017

Allergy

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The number of patients suffering from allergic asthma and rhinoconjunctivitis has increased dramatically within the last decades. Allergen‐specific immunotherapy (AIT) is the only available cause‐oriented therapy so far. AIT reduces symptoms, but has also a disease‐modifying effect. Disadvantages are a long‐lasting procedure, and in a few cases potential systemic adverse reactions. Encapsulation of allergens or DNA vaccines into nanostructures may provide advantages compared to the conventional AIT with noncapsulated allergen extracts: The protein/DNA molecule can be protected from degradation, higher local concentrations and targeted delivery to the site of action appear possible, and most importantly, recognition of encapsulated allergen by the immune system, especially by IgE antibodies, is prevented. AIT with nanoparticles (NPs) may offer a safer and potentially more efficient way of treatment for allergic diseases. In this review, we summarize the use of biodegradable NPs consisting of synthetic or natural polymers, liposomes, and virus‐like particles as well as nonbiodegradable NPs like dendrimers, and carbon‐ or metal‐based NPs for AIT. More or less successful applications of these NPs in prophylactic as well as therapeutic vaccination approaches in rodents or other animals as well as first human clinical trials are discussed in detail.

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Section: Biodegradable Nanostructuresmentioning

confidence: 99%

Recent advances in the use of nanoparticles for allergen‐specific immunotherapy

Pohlit

Bellinghausen

Frey

et al. 2017

Allergy

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“…The HDM-entrapped CS-Phe-mPEG showed biocompatibility favoring T cell immune response and a synergistic effect of chitosan, Phe and mPEG with a clear increase in IFN-γ and IL-10 production in both allergic and healthy volunteers was reported. 79 Liposomes have been complexed with cockroach allergens, a frequently cited source of severe asthma. Meechan et al studied the therapeutic efficacy of an IN liposomeadjuvant vaccine made of a refined Periplaneta americana arginine kinase (AK, Per a 9), compared to a liposomeentrapped P. americana crude extract (CRE) vaccine in adult BALB/c mice.…”

Section: Arthropoda Allergensmentioning

confidence: 99%

Nanoparticle–allergen complexes for allergen immunotherapy

Felice¹,

Colombo²

2017

IJN

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Allergen-specific immunotherapy was introduced in clinical settings more than 100 years ago. It remains the only curative approach to treating allergic disorders that ameliorates symptoms, reduces medication costs, and blocks the onset of new sensitizations. Despite this clinical evidence and knowledge of some immunological mechanisms, there remain some open questions regarding the safety and efficacy of this treatment. This suggests the need for novel therapeutic approaches that attempt to reduce the dose and frequency of treatment administration, improving patient compliance, and reducing costs. In this context, the use of novel adjuvants has been proposed and, in recent years, biomedical applications using nanoparticles have been exploited in the attempt to find formulations with improved stability, bioavailability, favorable biodistribution profiles, and the capability of targeting specific cell populations. In this article, we review some of the most relevant regulatory aspects and challenges concerning nanoparticle-based formulations with immunomodulatory potential, their related immunosafety issues, and the nature of the nanoparticles most widely employed in the allergy field. Furthermore, we report in vitro and in vivo data published using allergen/nanoparticle systems, discuss their impact on the immune system in terms of immunomodulatory activity and the reduction of side effects, and show that this strategy is a novel and promising tool for the development of allergy vaccines.

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“…Hence, grafting new functions to the chitosan chain is a pathway for further extending its possible applications. Examples for functional groups grafted to CS are: pH-indicators [ 5 ], click-chemistry ligands [ 6 , 7 ], DNA-nucelotides [ 2 ], amino acids [ 8 , 9 ], polymer chains (PLGA [ 10 ], PEO [ 8 , 9 , 11 ]), affinity ligands [ 12 , 13 , 14 ], antioxidant-enhancers [ 3 , 4 , 15 ] as well as moieties for crosslinking [ 8 ], photocrosslinking [ 16 , 17 , 18 ] and metal ion chelatization [ 15 , 19 ].…”

Section: Introductionmentioning

confidence: 99%

“…The amide forming reaction is typically carried out by use of coupling reagents to activate the carboxylic acid and to facilitate mild reaction conditions [ 20 ]. Most commonly used reagents for amide forming reactions of CS or other water-soluble biopolymers at aqueous conditions are either the triazine-based 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) [ 16 , 21 ] or the carbodiimide-based 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) [ 2 , 3 , 4 , 5 , 6 , 9 , 11 , 13 , 18 ]. Both reagents form water-soluble side-products that can be easily separated from the desired biopolymers by dialysis [ 20 ].…”

Section: Introductionmentioning

confidence: 99%

“…Despite the existence of both more efficient [ 20 ] and safer [ 26 ] alternatives, 1-hydroxybenzotriazol (HOBt) has so far often been the additive of choice for conjugation of various carboxylic acids to CS. However, the use of stoichiometric amounts of HOBt in most published conjugation experiments is associated with an insufficient degree of substitution (DS), low coupling efficacy (CE) and undesirable high reagent consumption [ 2 , 3 , 4 , 5 , 6 , 8 , 9 , 10 , 11 , 15 , 19 ]. These facts are noteworthy, as it has already been demonstrated that HOBt has a catalytic effect in the coupling mechanism [ 20 , 24 ].…”

Section: Introductionmentioning

confidence: 99%

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Optimization of Critical Parameters for Carbodiimide Mediated Production of Highly Modified Chitosan

2021

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An optimization of the 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide and hydroxy benzotriazole mediated conjugation of the polysaccharide chitosan with functional carboxylic acids was shown. Optimal parameters that enable resource-efficient synthesis of highly functionalized chitosan were identified. In particular, use of only catalytic instead of stoichiometric amounts of hydroxy benzotriazole and tight control of pH in reaction mixture resulted in highly efficient incorporation of the desired moieties as side chains in chitosan. As a result, the model reactant 4-azidobenzoic acid was incorporated resulting in a degree of substitution of over 30% with very high coupling efficacy of up to 90%. Similar results were obtained with other carboxylic acids such as methacrylic acid, 3-(2-furyl) propionic acid and 3-maleimido propionic acid, highlighting the broad applicability of our findings for the functionalization of chitosan.

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Chitosan-phenylalanine-mPEG nanoparticles: From a single step water-based conjugation to the potential allergen delivery system

Cited by 19 publications

References 52 publications

Recent advances in the use of nanoparticles for allergen‐specific immunotherapy

Recent advances in the use of nanoparticles for allergen‐specific immunotherapy

Nanoparticle–allergen complexes for allergen immunotherapy

Optimization of Critical Parameters for Carbodiimide Mediated Production of Highly Modified Chitosan

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Chitosan-phenylalanine-mPEG nanoparticles: From a single step water-based conjugation to the potential allergen delivery system

Cited by 19 publications

References 52 publications

Recent advances in the use of nanoparticles for allergen‐specific immunotherapy

Recent advances in the use of nanoparticles for allergen‐specific immunotherapy

Nanoparticle&ndash;allergen complexes for allergen immunotherapy

Optimization of Critical Parameters for Carbodiimide Mediated Production of Highly Modified Chitosan

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Nanoparticle–allergen complexes for allergen immunotherapy