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Article ; Online: Editorial page, special issue honoring Professor Mark Cushman.

Conda-Sheridan, Martin

2019 Volume 39, Issue 4, Page(s) 1233–1234

MeSH term(s)	Chemistry, Pharmaceutical ; History, 20th Century ; History, 21st Century
Language	English
Publishing date	2019-07-22
Publishing country	United States
Document type	Biography ; Editorial ; Historical Article ; Portrait
ZDB-ID	603210-2
ISSN	1098-1128 ; 0198-6325
ISSN (online)	1098-1128
ISSN	0198-6325
DOI	10.1002/med.21583
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Article ; Online: Molecular Basis for the Morphological Transitions of Surfactant Wormlike Micelles Triggered by Encapsulated Nonpolar Molecules.

Zaldivar, Gervasio / Conda-Sheridan, Martin / Tagliazucchi, Mario

Langmuir : the ACS journal of surfaces and colloids

2021 Volume 37, Issue 10, Page(s) 3093–3103

Abstract: Surfactant wormlike micelles are prone to experience morphological changes, including the transition to spherical micelles, upon the addition of nonpolar additives. These morphological transitions have profound implications in diverse technological areas, ...

Abstract	Surfactant wormlike micelles are prone to experience morphological changes, including the transition to spherical micelles, upon the addition of nonpolar additives. These morphological transitions have profound implications in diverse technological areas, such as the oil and personal-care industries. In this work, additive-induced morphological transitions in wormlike micelles were studied using a molecular theory that predicts the equilibrium morphology and internal molecular organization of the micelles as a function of their composition and the molecular properties of their components. The model successfully captures the transition from wormlike to spherical micelles upon the addition of a nonpolar molecule. Moreover, the predicted effects of the concentration, molecular structure, and degree of hydrophobicity of the nonpolar additive on the wormlike-to-sphere transition are shown to be in good agreement with experimental trends in the literature. The theory predicts that the location of the additive in the micelle (core or hydrophobic-hydrophilic interface) depends on the additive hydrophobicity and content, and the morphology of the micelles. Based on the results of our model, simple molecular mechanisms were proposed to explain the morphological transitions of wormlike micelles upon the addition of nonpolar molecules of different polarities.
MeSH term(s)	Hydrophobic and Hydrophilic Interactions ; Micelles ; Molecular Structure ; Pulmonary Surfactants ; Surface-Active Agents
Chemical Substances	Micelles ; Pulmonary Surfactants ; Surface-Active Agents
Language	English
Publishing date	2021-03-08
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
ZDB-ID	2005937-1
ISSN	1520-5827 ; 0743-7463
ISSN (online)	1520-5827
ISSN	0743-7463
DOI	10.1021/acs.langmuir.0c03421
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Article ; Online: Protecting Groups in Peptide Synthesis.

Conda-Sheridan, Martin / Krishnaiah, Maddeboina

Methods in molecular biology (Clifton, N.J.)

2019 Volume 2103, Page(s) 111–128

Abstract: The protection of amino acid reactive functionalities including the α-amino group, the side chain (amines, carboxylic acids, alcohols, and thiols), or the carboxylic acid terminus is an essential strategy in peptide chemistry. This is mandatory to ... ...

Abstract	The protection of amino acid reactive functionalities including the α-amino group, the side chain (amines, carboxylic acids, alcohols, and thiols), or the carboxylic acid terminus is an essential strategy in peptide chemistry. This is mandatory to prevent polymerization of the amino acids and to minimize undesirable side reactions during the synthetic process. Proper protecting group manipulation strategies can maximize the yield of the desired product or allow the construction of complex peptide-based structures. Thus, the compatibility and orthogonality of each protecting group are key to achieve the proper control of molecular structure. Herein, we describe some common protecting groups and their general unmasking methods, in order to mask and expose amine, carboxylic acid, alcohol, and thiol functionalities to achieve the synthesis of peptides and related molecules.
MeSH term(s)	Amines ; Amino Acids/chemistry ; Carboxylic Acids/chemistry ; Chemistry Techniques, Synthetic ; Molecular Structure ; Peptides/chemical synthesis ; Peptides/chemistry ; Peptides/isolation & purification ; Solid-Phase Synthesis Techniques/methods
Chemical Substances	Amines ; Amino Acids ; Carboxylic Acids ; Peptides
Language	English
Publishing date	2019-12-23
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't
ISSN	1940-6029
ISSN (online)	1940-6029
DOI	10.1007/978-1-0716-0227-0_7
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Article ; Online: Scission energies of surfactant wormlike micelles loaded with nonpolar additives.

Zaldivar, Gervasio / Conda-Sheridan, Martin / Tagliazucchi, Mario

Journal of colloid and interface science

2021 Volume 604, Page(s) 757–766

Abstract: Hypothesis: The previously observed effects of nonpolar additives on the scission energy and rheological properties of surfactant wormlike micelles can be explained in terms of the spatial distribution of the additive within the micelles. The dependence ...

Abstract	Hypothesis: The previously observed effects of nonpolar additives on the scission energy and rheological properties of surfactant wormlike micelles can be explained in terms of the spatial distribution of the additive within the micelles. The dependence of the scission energy with the molecular organization of the system can be analyzed with a molecular theory capable of describing the thermodynamics and structure of the micelles. Theory: A new theoretical method to determine the scission energy of surfactant wormlike micelles is introduced. This methodology is based on a molecular theory that explicitly considers molecular details of all components of the micelles, and their inter- and intramolecular interactions without the use of fitting and/or empirical macroscopic parameters. Findings: The predicted effects of the concentration, molecular structure and hydrophobicity of the additive on the scission energy of cetyltrimethylammonium bromide (CTAB) wormlike micelles are found to be in qualitative agreement with previous experimental observations. In particular, our theory captures the decrease of micellar length with increasing content of highly hydrophobic additives and the non-monotonic dependence of the viscosity with additive hydrophobicity. The latter effect arises because highly and mildly hydrophobic additives affect the scission energy of wormlike micelles via markedly different molecular mechanisms.
MeSH term(s)	Cetrimonium ; Cetrimonium Compounds ; Micelles ; Pulmonary Surfactants ; Surface-Active Agents
Chemical Substances	Cetrimonium Compounds ; Micelles ; Pulmonary Surfactants ; Surface-Active Agents ; Cetrimonium (Z7FF1XKL7A)
Language	English
Publishing date	2021-07-06
Publishing country	United States
Document type	Journal Article
ZDB-ID	241597-5
ISSN	1095-7103 ; 0021-9797
ISSN (online)	1095-7103
ISSN	0021-9797
DOI	10.1016/j.jcis.2021.07.001
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Article ; Online: Structure-Activity Relationship Study to Develop Peptide Amphiphiles as Species-Specific Antimicrobials.

Pereira, Aramis J / Xing, Huihua / de Campos, Luana J / Seleem, Mohamed A / de Oliveira, Kelly M P / Obaro, Stephen K / Conda-Sheridan, Martin

Chemistry (Weinheim an der Bergstrasse, Germany)

2024 Volume 30, Issue 15, Page(s) e202303986

Abstract: Antimicrobial peptide amphiphiles (PAs) are a promising class of molecules that can disrupt the bacterial membrane or act as drug nanocarriers. In this study, we prepared 33 PAs to establish supramolecular structure-activity relationships. We studied the ...

Abstract	Antimicrobial peptide amphiphiles (PAs) are a promising class of molecules that can disrupt the bacterial membrane or act as drug nanocarriers. In this study, we prepared 33 PAs to establish supramolecular structure-activity relationships. We studied the morphology and activity of the nanostructures against different Gram-positive and Gram-negative bacterial strains (such as Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii). Next, we used principal component analysis (PCA) to determine the key contributors to activity. We found that for S. aureus, the zeta potential was the major contributor to the activity while Gram-negative bacteria were more influenced by the partition coefficient (LogP) with the following order P. aeruginosa>E. coli>A. baumannii. We also performed a study of the mechanism of action of selected PAs on the bacterial membrane assessing the membrane permeability and depolarization, changes in zeta potential and overall integrity. We studied the toxicity of the nanostructures against mammalian cells. Finally, we performed an in vivo study using the wax moth larvae to determine the therapeutic efficacy of the active PAs. This study shows cationic PA nanostructures can be an intriguing platform for the development of nanoantibacterials.
MeSH term(s)	Animals ; Staphylococcus aureus ; Anti-Bacterial Agents/pharmacology ; Anti-Bacterial Agents/chemistry ; Escherichia coli ; Anti-Infective Agents/pharmacology ; Peptides ; Structure-Activity Relationship ; Microbial Sensitivity Tests ; Pseudomonas aeruginosa ; Mammals
Chemical Substances	Anti-Bacterial Agents ; Anti-Infective Agents ; Peptides
Language	English
Publishing date	2024-01-24
Publishing country	Germany
Document type	Journal Article
ZDB-ID	1478547-X
ISSN	1521-3765 ; 0947-6539
ISSN (online)	1521-3765
ISSN	0947-6539
DOI	10.1002/chem.202303986
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Article ; Online: Engineering a nanoantibiotic system displaying dual mechanism of action.

Xing, Huihua / de Campos, Luana Janaína / Pereira, Aramis Jose / Fiora, Maria Mercedes / Aguiar-Alves, Fabio / Tagliazucchi, Mario / Conda-Sheridan, Martin

Proceedings of the National Academy of Sciences of the United States of America

2024 Volume 121, Issue 16, Page(s) e2321498121

Abstract: In recent decades, peptide amphiphiles (PAs) have established themselves as promising self-assembling bioinspired materials in a wide range of medical fields. Herein, we report a dual-therapeutic system constituted by an antimicrobial PA and a ... ...

Abstract	In recent decades, peptide amphiphiles (PAs) have established themselves as promising self-assembling bioinspired materials in a wide range of medical fields. Herein, we report a dual-therapeutic system constituted by an antimicrobial PA and a cylindrical protease inhibitor (LJC) to achieve broad antimicrobial spectrum and to enhance therapeutic efficacy. We studied two strategies: PA-LJC nanostructures (
MeSH term(s)	Anti-Bacterial Agents/pharmacology ; Anti-Bacterial Agents/chemistry ; Gram-Negative Bacteria ; Gram-Positive Bacteria ; Nanostructures/chemistry ; Anti-Infective Agents
Chemical Substances	Anti-Bacterial Agents ; Anti-Infective Agents
Language	English
Publishing date	2024-04-09
Publishing country	United States
Document type	Journal Article
ZDB-ID	209104-5
ISSN	1091-6490 ; 0027-8424
ISSN (online)	1091-6490
ISSN	0027-8424
DOI	10.1073/pnas.2321498121
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Article ; Online: Synthesis and biological evaluation of sulfonylpyridine derivatives as potential anti-chlamydia agents.

Feng, Jiachen / Janaína de Campos, Luana / Seleem, Mohamed A / Conda-Sheridan, Martin

Bioorganic & medicinal chemistry

2023 Volume 91, Page(s) 117401

Abstract: Chlamydia trachomatis is the most prevalent sexually transmitted bacterial infection in the United States and the world. This pathogen can cause health problems ranging from trachoma (blindness) to damage of the fallopian tubes or ectopic pregnancy, ... ...

Abstract	Chlamydia trachomatis is the most prevalent sexually transmitted bacterial infection in the United States and the world. This pathogen can cause health problems ranging from trachoma (blindness) to damage of the fallopian tubes or ectopic pregnancy, which can be life-threatening if not treated properly. To this day, there is no chlamydia-specific drug on the market. Previously, we reported the activity and basic structure-activity relationships (SAR) of sulfonylpyridine molecules that possess antichlamydial action. Based on those results, we prepared a new series of derivatives. Our data indicate the new analogs can halt the growth of C. trachomatis. The lead compound, 22, was more active than our previous molecules and did not affect the growth of S. aureus and E. coli, suggesting bacterial selectivity. We performed docking studies on the presumed target, the cylindrical protease of Chlamydia. The in-silico studies partially explained the in vitro biological result as well as predicted a possible binding pose in the binding pocket. The top compound displayed a good cytotoxicity profile towards mammalian cell lines and was stable in both serum and stimulated gastric fluid. The presented data suggests the sulfonylpyridines are promising and selective anti-chlamydial compounds that merit further structural optimization.
MeSH term(s)	Animals ; Female ; Humans ; Cell Line ; Chlamydia Infections/drug therapy ; Chlamydia Infections/microbiology ; Chlamydia trachomatis ; Escherichia coli ; Mammals ; Staphylococcus aureus ; Sulfones/chemistry ; Sulfones/pharmacology ; Pyridines/chemistry ; Pyridines/pharmacology
Chemical Substances	Sulfones ; Pyridines
Language	English
Publishing date	2023-06-30
Publishing country	England
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
ZDB-ID	1161284-8
ISSN	1464-3391 ; 0968-0896
ISSN (online)	1464-3391
ISSN	0968-0896
DOI	10.1016/j.bmc.2023.117401
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Article: Scission energies of surfactant wormlike micelles loaded with nonpolar additives

Zaldivar, Gervasio / Conda-Sheridan, Martin / Tagliazucchi, Mario

Journal of colloid and interface science. 2021 Dec. 15, v. 604

2021

Abstract: The previously observed effects of nonpolar additives on the scission energy and rheological properties of surfactant wormlike micelles can be explained in terms of the spatial distribution of the additive within the micelles. The dependence of the ... ...

Abstract	The previously observed effects of nonpolar additives on the scission energy and rheological properties of surfactant wormlike micelles can be explained in terms of the spatial distribution of the additive within the micelles. The dependence of the scission energy with the molecular organization of the system can be analyzed with a molecular theory capable of describing the thermodynamics and structure of the micelles.A new theoretical method to determine the scission energy of surfactant wormlike micelles is introduced. This methodology is based on a molecular theory that explicitly considers molecular details of all components of the micelles, and their inter- and intramolecular interactions without the use of fitting and/or empirical macroscopic parameters.The predicted effects of the concentration, molecular structure and hydrophobicity of the additive on the scission energy of cetyltrimethylammonium bromide (CTAB) wormlike micelles are found to be in qualitative agreement with previous experimental observations. In particular, our theory captures the decrease of micellar length with increasing content of highly hydrophobic additives and the non-monotonic dependence of the viscosity with additive hydrophobicity. The latter effect arises because highly and mildly hydrophobic additives affect the scission energy of wormlike micelles via markedly different molecular mechanisms.
Keywords	cetyltrimethylammonium bromide ; chemical structure ; cleavage (chemistry) ; energy ; hydrophobicity ; micelles ; surfactants ; thermodynamics ; viscosity
Language	English
Dates of publication	2021-1215
Size	p. 757-766.
Publishing place	Elsevier Inc.
Document type	Article
ZDB-ID	241597-5
ISSN	1095-7103 ; 0021-9797
ISSN (online)	1095-7103
ISSN	0021-9797
DOI	10.1016/j.jcis.2021.07.001
Database	NAL-Catalogue (AGRICOLA)

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Article: Molecular Basis for the Morphological Transitions of Surfactant Wormlike Micelles Triggered by Encapsulated Nonpolar Molecules

Zaldivar, Gervasio / Conda-Sheridan, Martin / Tagliazucchi, Mario

Langmuir. 2021 Mar. 08, v. 37, no. 10

2021

Abstract	Surfactant wormlike micelles are prone to experience morphological changes, including the transition to spherical micelles, upon the addition of nonpolar additives. These morphological transitions have profound implications in diverse technological areas, such as the oil and personal-care industries. In this work, additive-induced morphological transitions in wormlike micelles were studied using a molecular theory that predicts the equilibrium morphology and internal molecular organization of the micelles as a function of their composition and the molecular properties of their components. The model successfully captures the transition from wormlike to spherical micelles upon the addition of a nonpolar molecule. Moreover, the predicted effects of the concentration, molecular structure, and degree of hydrophobicity of the nonpolar additive on the wormlike-to-sphere transition are shown to be in good agreement with experimental trends in the literature. The theory predicts that the location of the additive in the micelle (core or hydrophobic–hydrophilic interface) depends on the additive hydrophobicity and content, and the morphology of the micelles. Based on the results of our model, simple molecular mechanisms were proposed to explain the morphological transitions of wormlike micelles upon the addition of nonpolar molecules of different polarities.
Keywords	chemical structure ; encapsulation ; hydrophobicity ; micelles ; models ; oils ; surfactants
Language	English
Dates of publication	2021-0308
Size	p. 3093-3103.
Publishing place	American Chemical Society
Document type	Article
Note	NAL-AP-2-clean
ZDB-ID	2005937-1
ISSN	1520-5827 ; 0743-7463
ISSN (online)	1520-5827
ISSN	0743-7463
DOI	10.1021/acs.langmuir.0c03421
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Article ; Online: Twisting of Charged Nanoribbons to Helicoids Driven by Electrostatics.

Zaldivar, Gervasio / Conda-Sheridan, Martin / Tagliazucchi, Mario

The journal of physical chemistry. B

2020 Volume 124, Issue 15, Page(s) 3221–3227

Abstract: Charged amphiphiles in solution usually self-assemble into flat nanoribbons that spontaneously twist into different shapes. The role of electrostatics in this process is still under strong debate. This work studies the electrostatic free energy of ... ...

Abstract	Charged amphiphiles in solution usually self-assemble into flat nanoribbons that spontaneously twist into different shapes. The role of electrostatics in this process is still under strong debate. This work studies the electrostatic free energy of twisting a nanoribbon at the level of the nonlinear Poisson-Boltzmann approximation. It is shown that helicoid-shaped ribbons are more stable than flat ribbons, while other shapes under consideration (cylindrical helixes and bent ribbons) are always less stable than the flat ribbon. The unexpected electrostatics-driven twisting of the ribbon into a helicoid is ascribed to the increase in its perimeter with increasing degree of twisting, as charges near the edge of the ribbon are electrostatically more stable than those near its center. This argument successfully explains the effects of salt concentration and the width of the ribbon on the optimal twisting period and allows us to approximately describe the problem of ribbon twisting in terms of two dimensionless variables that combine the helicoid twisting period, the Debye length of the solution, and the width of the ribbon. The magnitude of the electrostatic twisting energy predicted by our calculations is comparable to that of restoring elastic forces for typical ribbons of self-assembled amphiphiles, which indicates that electrostatics plays an important role in determining the equilibrium shape of charged nanoribbons.
Language	English
Publishing date	2020-04-01
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ISSN	1520-5207
ISSN (online)	1520-5207
DOI	10.1021/acs.jpcb.0c01301
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