Role of surface exposed tryptophan as substrate generators for the antibody catalyzed water oxidation pathway.

Abstract:

:The reaction of singlet oxygen with water to form hydrogen peroxide was catalyzed by antibodies and has been termed as the antibody catalyzed water oxidation pathway (ACWOP) (Nieva and Wentworth, Trends Biochem. Sci. 2004, 29, 274-278; Nieva et al. Immunol. Lett. 2006, 103, 33-38). While conserved and buried tryptophans in the antibody are thought to play a major role in this pathway, our studies with a monoclonal antibody, mAb-1 and its mutant W53A, clearly demonstrate the role of surface-exposed tryptophans in production of hydrogen peroxide, via the photo-oxidation pathway. Reactive oxygen species (ROS) such as singlet oxygen and superoxide were detected and site-specific tryptophan (Trp53) oxidation was observed under these conditions using RP-HPLC and mass spectrometry. The single mutant of the surface exposed Trp53 to Ala53 (W53A) results in a 50% reduction in hydrogen peroxide generated under these conditions, indicating that surface exposed tryptophans are highly efficient in transferring light energy to oxygen and contribute significantly to ROS generation. ACWOP potentially leads to the chemical instability of mAb-1 via the generation of ROS and is important to consider during clinical and pharmaceutical development of mAbs.

journal_name

Mol Pharm

journal_title

Molecular pharmaceutics

authors

Sreedhara A,Lau K,Li C,Hosken B,Macchi F,Zhan D,Shen A,Steinmann D,Schöneich C,Lentz Y

doi

10.1021/mp300418r

subject

Has Abstract

pub_date

2013-01-07 00:00:00

pages

278-88

issue

1

eissn

1543-8384

issn

1543-8392

journal_volume

10

pub_type

杂志文章
  • Noninvasive fluorescence resonance energy transfer imaging of in vivo premature drug release from polymeric nanoparticles.

    abstract::Understanding in vivo drug release kinetics is critical for the development of nanoparticle-based delivery systems. In this study, we developed a fluorescence resonance energy transfer (FRET) imaging approach to noninvasively monitor in vitro and in vivo cargo release from polymeric nanoparticles. The FRET donor dye (...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp4002393

    authors: Zou P,Chen H,Paholak HJ,Sun D

    更新日期:2013-11-04 00:00:00

  • Targeted nanogel conjugate for improved stability and cellular permeability of curcumin: synthesis, pharmacokinetics, and tumor growth inhibition.

    abstract::Curcumin (CUR) is a unique natural compound with promising anticancer and anti-inflammatory activities. However, the therapeutic efficacy of curcumin was challenged in clinical trials, mostly due to its low bioavailability, rapid metabolism, and elimination. We designed a nanodrug form of curcumin, which makes it stab...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp500290f

    authors: Wei X,Senanayake TH,Bohling A,Vinogradov SV

    更新日期:2014-09-02 00:00:00

  • Microfluidic Manufacturing of SN-38-Loaded Polymer Nanoparticles with Shear Processing Control of Drug Delivery Properties.

    abstract::Two-phase gas-liquid microfluidic reactors provide shear processing control of SN-38-loaded polymer nanoparticles (SN-38-PNPs). We prepare SN-38-PNPs from the block copolymer poly(methyl caprolactone- co-caprolactone)- block-poly(ethylene oxides) (P(MCL- co-CL)- b-PEO) using bulk and microfluidic methods and at differ...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.8b00874

    authors: Cao Y,Silverman L,Lu C,Hof R,Wulff JE,Moffitt MG

    更新日期:2019-01-07 00:00:00

  • Modulation of Nanostructure-Based Lipopolysaccharide Active Immunotherapy in Cancer: Size and Composition Determine Short- and Long-Term Tolerability.

    abstract::Despite holding promise for cancer immunotherapy, the strong pro-inflammatory properties of lipopolysaccharide (LPS) also account for severe localized and systemic side effects, restricting its administrable dosage and the possibility of chronic dosing. Herein, we exploited the surface-active properties of LPS molecul...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.9b00631

    authors: Shetab Boushehri MA,Yazeji T,Stein V,Lamprecht A

    更新日期:2019-11-04 00:00:00

  • PEGylated bile acids for use in drug delivery systems: enhanced solubility and bioavailability of itraconazole.

    abstract::Itraconazole is a drug of choice for the treatment of severe fungal infections and parasitic diseases, but its use is limited by its low water solubility and varying bioavailability. New self-emulsifying drug delivery systems (SEDDS) based on PEGylated bile acids (BA-PEGs) were designed and prepared, where the number ...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp400117m

    authors: Le Dévédec F,Strandman S,Hildgen P,Leclair G,Zhu XX

    更新日期:2013-08-05 00:00:00

  • Vitamin E Succinate-Grafted-Chitosan Oligosaccharide/RGD-Conjugated TPGS Mixed Micelles Loaded with Paclitaxel for U87MG Tumor Therapy.

    abstract::The poor therapeutic efficacy of hydrophobic chemotherapeutic drugs is an intrinsic limitation to successful chemotherapy. In the present study, a multitask delivery system based on arginine-glycine-aspartic acid peptide (RGD) decorated vitamin E succinate (VES)-grafted-chitosan oligosaccharide (CSO)/RGD-conjugated d-...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.6b01068

    authors: Chen Y,Feng S,Liu W,Yuan Z,Yin P,Gao F

    更新日期:2017-04-03 00:00:00

  • Dissolution rate and apparent solubility of poorly soluble drugs in biorelevant dissolution media.

    abstract::A series of poorly soluble BCS class II compounds with "grease ball" characteristics were assessed for solubility and dissolution rate in biorelevant dissolution media (BDM) with the purpose of investigating which molecular structures gain most in solubility when dissolved under physiologically relevant conditions. Th...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp100049m

    authors: Fagerberg JH,Tsinman O,Sun N,Tsinman K,Avdeef A,Bergström CA

    更新日期:2010-10-04 00:00:00

  • Contribution of MATE1 to Renal Secretion of the NMDA Receptor Antagonist Memantine.

    abstract::The weak base memantine is actively secreted into urine, however the underlying mechanisms are insufficiently understood. Potential candidates involved in memantine renal secretion are organic cation transporter 2 (OCT2) and multidrug and toxin extrusion proteins (MATE1, MATE2-K). The aim of this in vitro study was th...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.7b00179

    authors: Müller F,Weitz D,Derdau V,Sandvoss M,Mertsch K,König J,Fromm MF

    更新日期:2017-09-05 00:00:00

  • Development of an Excipient-Free Peptide Dry Powder Inhalation for the Treatment of Pulmonary Fibrosis.

    abstract::The caveolin scaffolding domain peptide (CSP) is being developed for the therapeutic intervention of a lethal lung disease, idiopathic pulmonary fibrosis. While direct respiratory delivery of CSP7 (a 7-mer fragment of CSP) is considered an effective route, proper formulation and processing of the peptide are required....

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.9b01085

    authors: Zhang Y,MacKenzie B,Koleng JJ,Maier E,Warnken ZN,Williams RO 3rd

    更新日期:2020-02-03 00:00:00

  • Saliva versus plasma pharmacokinetics: theory and application of a salivary excretion classification system.

    abstract::The aims of this work were to study pharmacokinetics of randomly selected drugs in plasma and saliva samples in healthy human volunteers, and to introduce a Salivary Excretion Classification System. Saliva and plasma samples were collected for 3-5 half-life values of sitagliptin, cinacalcet, metformin, montelukast, to...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp300250r

    authors: Idkaidek N,Arafat T

    更新日期:2012-08-06 00:00:00

  • Gastroretentive extended-release floating granules prepared using a novel fluidized hot melt granulation (FHMG) technique.

    abstract::The objective of this work was to investigate the feasibility of using a novel granulation technique, namely, fluidized hot melt granulation (FHMG), to prepare gastroretentive extended-release floating granules. In this study we have utilized FHMG, a solvent free process in which granulation is achieved with the aid o...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp500242q

    authors: Zhai H,Jones DS,McCoy CP,Madi AM,Tian Y,Andrews GP

    更新日期:2014-10-06 00:00:00

  • Doxorubicin-loaded glycyrrhetinic acid modified recombinant human serum albumin nanoparticles for targeting liver tumor chemotherapy.

    abstract::Due to overexpression of glycyrrhetinic acid (GA) receptor in liver cancer cells, glycyrrhetinic acid modified recombinant human serum albumin (rHSA) nanoparticles for targeting liver tumor cells may result in increased therapeutic efficacy and decreased adverse effects of cancer therapy. In this study, doxorubicin (D...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp500394v

    authors: Qi WW,Yu HY,Guo H,Lou J,Wang ZM,Liu P,Sapin-Minet A,Maincent P,Hong XC,Hu XM,Xiao YL

    更新日期:2015-03-02 00:00:00

  • pH-triggered echogenicity and contents release from liposomes.

    abstract::Liposomes are representative lipid nanoparticles widely used for delivering anticancer drugs, DNA fragments, or siRNA to cancer cells. Upon targeting, various internal and external triggers have been used to increase the rate for contents release from the liposomes. Among the internal triggers, decreased pH within the...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp500186a

    authors: Nahire R,Hossain R,Patel R,Paul S,Meghnani V,Ambre AH,Gange KN,Katti KS,Leclerc E,Srivastava DK,Sarkar K,Mallik S

    更新日期:2014-11-03 00:00:00

  • Anomalous release of hydrophilic drugs from poly(epsilon-caprolactone) matrices.

    abstract::In this paper, we investigate the release of two drugs, nicotine and caffeine, from poly epsilon-caprolactone (PCL) matrices, as a model for the delivery of highly hydrophilic drugs. Since PCL does not degrade over the period of our experiments (<30 days), drug diffusion through the matrix is expected to be the domina...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp700097x

    authors: Rosenberg R,Devenney W,Siegel S,Dan N

    更新日期:2007-11-01 00:00:00

  • Development and Evaluation of an 18F-Radiolabeled Monocyclam Derivative for Imaging CXCR4 Expression.

    abstract::In humans, C-X-C chemokine receptor type 4 (CXCR4) is a protein that is encoded by the CXCR4 gene and binds the ligand CXCL12 (also known as SDF-1). The CXCR4-CXCL12 interaction in cancer elicits biological activities that result in tumor progression and has accordingly been the subject of significant investigation fo...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.9b00069

    authors: Brickute D,Braga M,Kaliszczak MA,Barnes C,Lau D,Carroll L,Stevens E,Trousil S,Alam IS,Nguyen QD,Aboagye EO

    更新日期:2019-05-06 00:00:00

  • Sulfation patterns determine cellular internalization of heparin-like polysaccharides.

    abstract::Heparin is a highly sulfated polysaccharide that serves biologically relevant roles as an anticoagulant and anticancer agent. While it is well-known that modification of heparin's sulfation pattern can drastically influence its ability to bind growth factors and other extracellular molecules, very little is known abou...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp300679a

    authors: Raman K,Mencio C,Desai UR,Kuberan B

    更新日期:2013-04-01 00:00:00

  • Endocytic Selective Toxicity of Rhodamine 6G nanoGUMBOS in Breast Cancer Cells.

    abstract::Herein, we report on the role of endocytosis in the selective chemotherpeutic toxicity of rhodamine 6G (R6G) based nanomaterials, i.e., nanoGUMBOS, that are derived from a group of uniform materials based on organic salts (GUMBOS). Evaluation of cellular uptake in the presence and absence of endocytosis inhibitors sug...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.8b00339

    authors: Bhattarai N,Mathis JM,Chen M,Pérez RL,Siraj N,Magut PKS,McDonough K,Sahasrabudhe G,Warner IM

    更新日期:2018-09-04 00:00:00

  • EGFR-Targeted Nanobody Functionalized Polymeric Micelles Loaded with mTHPC for Selective Photodynamic Therapy.

    abstract::meta-Tetra(hydroxyphenyl)chlorin (mTHPC) is one of the most potent second-generation photosensitizers, clinically used for photodynamic therapy (PDT) of head and neck squamous cell carcinomas. However, improvements are still required concerning its present formulation (i.e., Foscan, a solution of mTHPC in ethanol/prop...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.9b01280

    authors: Liu Y,Scrivano L,Peterson JD,Fens MHAM,Hernández IB,Mesquita B,Toraño JS,Hennink WE,van Nostrum CF,Oliveira S

    更新日期:2020-04-06 00:00:00

  • Poloxamer-Decorated Polymer Nanoparticles for Lung Surfactant Compatibility.

    abstract::Lung-delivered polymer nanoparticles provoked dysfunction of the essential lung surfactant system. A steric shielding of the nanoparticle surface with poloxamers could minimize the unwanted interference of polymer nanoparticles with the biophysical function of lung surfactant. The extent of poly(styrene) and poly(lact...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.7b00477

    authors: Beck-Broichsitter M,Bohr A,Ruge CA

    更新日期:2017-10-02 00:00:00

  • Multifunctional gold nanoparticles for diagnosis and therapy of disease.

    abstract::Gold nanoparticles (AuNPs) have a number of physical properties that make them appealing for medical applications. For example, the attenuation of X-rays by gold nanoparticles has led to their use in computed tomography imaging and as adjuvants for radiotherapy. AuNPs have numerous other applications in imaging, thera...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章,评审

    doi:10.1021/mp3005885

    authors: Mieszawska AJ,Mulder WJ,Fayad ZA,Cormode DP

    更新日期:2013-03-04 00:00:00

  • Pyropheophorbide A and c(RGDyK) comodified chitosan-wrapped upconversion nanoparticle for targeted near-infrared photodynamic therapy.

    abstract::Near-infrared (NIR)-to-visible upconversion nanoparticle (UCNP) has shown promising prospects in photodynamic therapy (PDT) as a drug carrier or energy donor. In this work, a photosensitizer pyropheophorbide a (Ppa) and RGD peptide c(RGDyK) comodified chitosan-wrapped NaYF(4):Yb/Er upconversion nanoparticle UCNP-Ppa-R...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp200590y

    authors: Zhou A,Wei Y,Wu B,Chen Q,Xing D

    更新日期:2012-06-04 00:00:00

  • Chemical and enzymatic stability of amino acid prodrugs containing methoxy, ethoxy and propylene glycol linkers.

    abstract::We evaluated the chemical and enzymatic stabilities of prodrugs containing methoxy, ethoxy and propylene glycol linkers in order to find a suitable linker for prodrugs of carboxylic acids with amino acids. l-Valine and l-phenylalanine prodrugs of model compounds (benzoic acid and phenyl acetic acid) containing methoxy...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp900084v

    authors: Gupta D,Gupta SV,Lee KD,Amidon GL

    更新日期:2009-09-01 00:00:00

  • Original multivalent copper(II)-conjugated phosphorus dendrimers and corresponding mononuclear copper(II) complexes with antitumoral activities.

    abstract::Novel multivalent copper(II)-conjugated phosphorus dendrimers and their corresponding mononuclear copper(II) complexes were synthesized, characterized, and screened for antiproliferative activity against human cancer cell lines. Selected copper ligands were grafted on the surface of phosphorus dendrimers of generation...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp4000184

    authors: El Brahmi N,El Kazzouli S,Mignani SM,Essassi el M,Aubert G,Laurent R,Caminade AM,Bousmina MM,Cresteil T,Majoral JP

    更新日期:2013-04-01 00:00:00

  • Cordycepin Augments the Chemosensitivity of Human Glioma Cells to Temozolomide by Activating AMPK and Inhibiting the AKT Signaling Pathway.

    abstract::Glioblastoma multiforme (GBM) is the most commonly encountered subtype of deadly brain cancer in human adults. It has a high recurrence rate and shows aggressive proliferation. The novel cytotoxic agent temozolomide (TMZ) is now frequently applied as the first-line chemotherapeutic treatment for GBM; however, a consid...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.8b00551

    authors: Bi Y,Li H,Yi D,Sun Y,Bai Y,Zhong S,Song Y,Zhao G,Chen Y

    更新日期:2018-11-05 00:00:00

  • Quantitative Imaging of the Hypoxia-Related Marker CAIX in Head and Neck Squamous Cell Carcinoma Xenograft Models.

    abstract::Tumor hypoxia plays a major role in radio- and chemotherapy resistance in solid tumors. Carbonic Anhydrase IX (CAIX) is an endogenous hypoxia-related protein, which is associated with poor patient outcome. The quantitative assessment of CAIX expression of tumors may steer cancer treatment by predicting therapy respons...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.8b00950

    authors: Huizing FJ,Hoeben BAW,Franssen GM,Boerman OC,Heskamp S,Bussink J

    更新日期:2019-02-04 00:00:00

  • Poly(vinyl methyl ether/maleic anhydride)-Doped PEG-PLA Nanoparticles for Oral Paclitaxel Delivery To Improve Bioadhesive Efficiency.

    abstract::Bioadhesive nanoparticles based on poly(vinyl methyl ether/maleic anhydride) (PVMMA) and poly(ethylene glycol) methyl ether-b-poly(d,l-lactic acid) (mPEG-b-PLA) were produced by the emulsification solvent evaporation method. Paclitaxel was utilized as the model drug, with an encapsulation efficiency of up to 90.2 ± 4....

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.7b00612

    authors: Wang Q,Li C,Ren T,Chen S,Ye X,Guo H,He H,Zhang Y,Yin T,Liang XJ,Tang X

    更新日期:2017-10-02 00:00:00

  • Role of Endocytosis in Nanoparticle Penetration of 3D Pancreatic Cancer Spheroids.

    abstract::Robust deposition of extracellular matrix is a significant barrier for delivery of nanotherapeutics and small-molecule anticancer drugs to different tumors including pancreatic ductal adenocarcinoma. Here, we investigated permeation and total uptake of polystyrene nanoparticles of different diameters in 3D multicellul...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.8b01078

    authors: Durymanov M,Kroll C,Permyakova A,Reineke J

    更新日期:2019-03-04 00:00:00

  • Improving Prediction of Free Fatty Acid Particle Formation in Biopharmaceutical Drug Products: Incorporating Ester Distribution during Polysorbate 20 Degradation.

    abstract::Polysorbate 20 (PS20) is a commonly used surfactant in biopharmaceutical formulations. It is a heterogeneous surfactant containing a distribution of fatty acid esters, which are subject to hydrolytic degradation, generating free fatty acids (FFAs). The FFAs can form visible or subvisible particles in drug product on s...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.0c00794

    authors: Doshi N,Martin J,Tomlinson A

    更新日期:2020-11-02 00:00:00

  • Application of the GastroDuo as an in Vitro Dissolution Tool To Simulate the Gastric Emptying of the Postprandial Stomach.

    abstract::In the postprandial stomach, processes such as secretion, digestion, and gastric emptying all occur simultaneously. Therefore, the system is highly heterogeneous and dynamically changing, for instance, in terms of various physicochemical parameters such as pH value or viscosity. Thus, the administration of a drug toge...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/acs.molpharmaceut.9b00799

    authors: Schick P,Sager M,Wegner F,Wiedmann M,Schapperer E,Weitschies W,Koziolek M

    更新日期:2019-11-04 00:00:00

  • Highly efficient one-pot labeling of new phosphonium cations with fluorine-18 as potential PET agents for myocardial perfusion imaging.

    abstract::Lipophilic cations such as phosphonium salts can accumulate in mitochondria of heart in response to the negative inner-transmembrane potentials. Two phosphonium salts [(18)F]FMBTP and [(18)F]mFMBTP were prepared and evaluated as potential myocardial perfusion imaging (MPI) agents in this study. The cations were radiol...

    journal_title:Molecular pharmaceutics

    pub_type: 杂志文章

    doi:10.1021/mp500216g

    authors: Zhao Z,Yu Q,Mou T,Liu C,Yang W,Fang W,Peng C,Lu J,Liu Y,Zhang X

    更新日期:2014-11-03 00:00:00