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Article ; Online: N-acetylcysteine overcomes NF1 loss-driven resistance to PI3Kα inhibition in breast cancer.

Cell reports. Medicine

2023 Volume 4, Issue 4, Page(s) 101002

Abstract: A genome-wide PiggyBac transposon-mediated screen and a resistance screen in a ... ...

Abstract	A genome-wide PiggyBac transposon-mediated screen and a resistance screen in a PIK3CA
MeSH term(s)	Humans ; Mice ; Animals ; Female ; Breast Neoplasms/drug therapy ; Breast Neoplasms/genetics ; Breast Neoplasms/metabolism ; Phosphatidylinositol 3-Kinase ; Acetylcysteine/pharmacology ; Class I Phosphatidylinositol 3-Kinases/genetics ; Phosphatidylinositol 3-Kinases/genetics
Chemical Substances	Alpelisib (08W5N2C97Q) ; Phosphatidylinositol 3-Kinase (EC 2.7.1.137) ; Acetylcysteine (WYQ7N0BPYC) ; Class I Phosphatidylinositol 3-Kinases (EC 2.7.1.137) ; Phosphatidylinositol 3-Kinases (EC 2.7.1.-)
Language	English
Publishing date	2023-04-11
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ISSN	2666-3791
ISSN (online)	2666-3791
DOI	10.1016/j.xcrm.2023.101002
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Article: Optimized bisubstrate inhibitors for the actin N-terminal acetyltransferase NAA80.

Myklebust, Line M / Baumann, Markus / Støve, Svein I / Foyn, Håvard / Arnesen, Thomas / Haug, Bengt Erik

Frontiers in chemistry

2023 Volume 11, Page(s) 1202501

Abstract: Acetylation of protein N-termini is one of the most common protein modifications ... in the eukaryotic cell and is catalyzed by the N-terminal acetyltransferase family of enzymes. The N-terminal ... acetyltransferase NAA80 is expressed in the animal kingdom and was recently found to specifically N-terminally ...

Abstract	Acetylation of protein N-termini is one of the most common protein modifications in the eukaryotic cell and is catalyzed by the N-terminal acetyltransferase family of enzymes. The N-terminal acetyltransferase NAA80 is expressed in the animal kingdom and was recently found to specifically N-terminally acetylate actin, which is the main component of the microfilament system. This unique animal cell actin processing is essential for the maintenance of cell integrity and motility. Actin is the only known substrate of NAA80, thus potent inhibitors of NAA80 could prove as important tool compounds to study the crucial roles of actin and how NAA80 regulates this by N-terminal acetylation. Herein we describe a systematic study toward optimizing the peptide part of a bisubstrate-based NAA80 inhibitor comprising of coenzyme A conjugated onto the N-terminus of a tetrapeptide amide via an acetyl linker. By testing various combinations of Asp and Glu which are found at the N-termini of β- and γ-actin, respectively, CoA-Ac-EDDI-NH
Language	English
Publishing date	2023-06-20
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2711776-5
ISSN	2296-2646
ISSN	2296-2646
DOI	10.3389/fchem.2023.1202501
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Article ; Online: In silico characterization of ligand-receptor interactions for U-47700, N,N-didesmethyl-U-47700, U-50488 at mu- and kappa-opioid receptors.

Laus, Antonio / Kumar, Amit / Caboni, Pierluigi / De Luca, Maria A / Baumann, Michael H / Pieroni, Enrico / Tocco, Graziella

Archiv der Pharmazie

2023 Volume 356, Issue 9, Page(s) e2300256

Abstract: ... In this regard, U-47700 (trans-3,4-dichloro-N-[2-(dimethylamino)cyclohexyl]-N-methylbenzamide) and related "U ... molecular dynamics simulations to assess the nature of ligand-receptor interactions for U-47700, N,N-didesmethyl U ... groups from U-47700, to form N,N-didesmethyl U-47700, caused a loss of hydrogen bond contact ...

Abstract	The increasing misuse of novel synthetic opioids (NSOs) represents a serious public health concern. In this regard, U-47700 (trans-3,4-dichloro-N-[2-(dimethylamino)cyclohexyl]-N-methylbenzamide) and related "U-compounds" emerged on recreational drug markets as synthetic substitutes for illicit heroin and constituents of counterfeit pain medications. While the pharmacology of U-compounds has been investigated using in vitro and in vivo methods, there is still a lack of understanding about the details of ligand-receptor interactions at the molecular level. To this end, we have developed a molecular modeling protocol based on docking and molecular dynamics simulations to assess the nature of ligand-receptor interactions for U-47700, N,N-didesmethyl U-47700, and U-50488 at the mu-opioid receptor (MOR) and kappa-opioid receptor (KOR). The evaluation of ligand-receptor and ligand-receptor-membrane interaction energies enabled the identification of subtle conformational shifts in the receptors induced by ligand binding. Interestingly, the removal of two key methyl groups from U-47700, to form N,N-didesmethyl U-47700, caused a loss of hydrogen bond contact with tryptophan (Trp)229, which may underlie the lower interaction energy and reduced MOR affinity for the compound. Taken together, our results are consistent with the reported biological findings for U-compounds and provide a molecular basis for the MOR selectivity of U-47700 and KOR selectivity of U-50488.
MeSH term(s)	Receptors, Opioid, kappa/chemistry ; Receptors, Opioid, kappa/metabolism ; 3,4-Dichloro-N-methyl-N-(2-(1-pyrrolidinyl)-cyclohexyl)-benzeneacetamide, (trans)-Isomer/pharmacology ; Ligands ; Structure-Activity Relationship ; Receptors, Opioid, mu/metabolism ; Analgesics, Opioid/pharmacology ; Analgesics, Opioid/chemistry
Chemical Substances	Receptors, Opioid, kappa ; 3,4-Dichloro-N-methyl-N-(2-(1-pyrrolidinyl)-cyclohexyl)-benzeneacetamide, (trans)-Isomer (67198-13-4) ; U-47700 ; Ligands ; Receptors, Opioid, mu ; Analgesics, Opioid
Language	English
Publishing date	2023-07-14
Publishing country	Germany
Document type	Journal Article
ZDB-ID	6381-2
ISSN	1521-4184 ; 0365-6233 ; 1437-1014
ISSN (online)	1521-4184
ISSN	0365-6233 ; 1437-1014
DOI	10.1002/ardp.202300256
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Article ; Online: First identification, chemical analysis and pharmacological characterization of N-piperidinyl etonitazene (etonitazepipne), a recent addition to the 2-benzylbenzimidazole opioid subclass.

Vandeputte, Marthe M / Verougstraete, Nick / Walther, Donna / Glatfelter, Grant C / Malfliet, Jeroen / Baumann, Michael H / Verstraete, Alain G / Stove, Christophe P

Archives of toxicology

2022 Volume 96, Issue 6, Page(s) 1865–1880

Abstract: N-Piperidinyl etonitazene ('etonitazepipne') represents a recent addition to the rapidly expanding ... different techniques (LC-HRMS, GC-MS, UHPLC-DAD, FT-IR) led to the unequivocal identification of N ... identification of N-piperidinyl etonitazene in authentic samples. LC-HRMS analysis revealed concentrations of 1 ...

Abstract	N-Piperidinyl etonitazene ('etonitazepipne') represents a recent addition to the rapidly expanding class of 2-benzylbenzimidazole 'nitazene' opioids. Following its first identification in an online-sourced powder and in biological samples from a patient seeking help for detoxification, this report details its in-depth chemical analysis and pharmacological characterization. Analysis of the powder via different techniques (LC-HRMS, GC-MS, UHPLC-DAD, FT-IR) led to the unequivocal identification of N-piperidinyl etonitazene. Furthermore, we report the first activity-based detection and analytical identification of N-piperidinyl etonitazene in authentic samples. LC-HRMS analysis revealed concentrations of 1.21 ng/mL in serum and 0.51 ng/mL in urine, whereas molecular networking enabled the tentative identification of various (potentially active) urinary metabolites. In addition, we determined that the extent of opioid activity present in the patient's serum was equivalent to the in vitro opioid activity exerted by 2.5-10 ng/mL fentanyl or 10-25 ng/mL hydromorphone in serum. Radioligand binding assays in rat brain tissue revealed that the drug binds with high affinity (K
MeSH term(s)	Analgesics, Opioid/chemistry ; Analgesics, Opioid/pharmacology ; Animals ; Benzimidazoles ; Fentanyl ; Humans ; Hydromorphone ; Male ; Powders ; Rats ; Rats, Sprague-Dawley ; Spectroscopy, Fourier Transform Infrared
Chemical Substances	Analgesics, Opioid ; Benzimidazoles ; Powders ; bendazole (26601THN1D) ; etonitazene (9U3GT3353T) ; Hydromorphone (Q812464R06) ; Fentanyl (UF599785JZ)
Language	English
Publishing date	2022-04-21
Publishing country	Germany
Document type	Journal Article
ZDB-ID	124992-7
ISSN	1432-0738 ; 0340-5761
ISSN (online)	1432-0738
ISSN	0340-5761
DOI	10.1007/s00204-022-03294-2
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Article ; Online: Phytoplankton physiology and functional traits under artificial upwelling with varying Si:N

Ortiz Cortes, Joaquin / Aristegui, Javier / Goldenberg, Silvan / Fernandez-Mendez, Mar / Taucher, Jan / Archer, Stephen D. / Baumann, Moritz / Riebesell, Ulf

2024

Abstract: ... varying Si:N ratios (0.07-1.33). Deep water fertilization led to strongly enhanced primary productivity ... On the one hand, silicification and size of diatom cells remained unaffected by Si:N, which is surprising ... density were strongly reduced and particulate matter C:N was elevated under Si-rich upwelling ...

Abstract	Artificial upwelling has been discussed as a nature-based solution to fertilize currently unproductive areas of the ocean to enhance food web productivity and atmospheric CO2 sequestration. The efficacy of this approach may be closely tied to the nutrient stoichiometry of the upwelled water, as Si-rich water upwelling should benefit the growth of diatoms, who are key players for primary production, carbon export and food web efficiency. With a mesocosm experiment in subtropical waters, we assessed the physiological and functional responses of an oligotrophic phytoplankton community to artificial upwelling under varying Si:N ratios (0.07-1.33). Deep water fertilization led to strongly enhanced primary productivity rates and net autotrophy across Si scenarios. At the community level, Si-rich upwelling temporarily increased primary production and consistently enhanced diatom growth, producing up to 10-fold higher abundances compared to Si-deficient upwelling. At the organism level, contrasting effects were observed. On the one hand, silicification and size of diatom cells remained unaffected by Si:N, which is surprising given the direct dependency of these traits on Si. On the other hand, diatom Chlorophyll a density and carbon density were strongly reduced and particulate matter C:N was elevated under Si-rich upwelling. This suggests a reduced nutritional value for higher trophic levels under high Si:N ratios. Despite these strong qualitative changes under high Si, diatom cells appeared healthy and showed high photosynthetic efficiency. Our findings reveal great physiological plasticity and adaptability in phytoplankton under artificial upwelling, with Si-dependent trade-offs between primary producer quantity and quality.
Subject code	551
Language	English
Publishing date	2024-01-04
Publisher	Frontiers
Publishing country	de
Document type	Article ; Online
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Article ; Online: Phytoplankton physiology and functional traits under artificial upwelling with varying Si:N

Joaquin Ortiz / Javier Arístegui / Silvan Urs Goldenberg / Mar Fernández-Méndez / Jan Taucher / Stephen D. Archer / Moritz Baumann / Ulf Riebesell

Frontiers in Marine Science, Vol

2024 Volume 10

Abstract: ... varying Si:N ratios (0.07-1.33).ResultsDeep water fertilization led to strongly enhanced ... observed. On the one hand, silicification and size of diatom cells remained unaffected by Si:N, which is ... and carbon density were strongly reduced and particulate matter C:N was elevated under Si-rich ...

Abstract	IntroductionArtificial upwelling has been discussed as a nature-based solution to fertilize currently unproductive areas of the ocean to enhance food web productivity and atmospheric CO2 sequestration. The efficacy of this approach may be closely tied to the nutrient stoichiometry of the upwelled water, as Si-rich upwelling should benefit the growth of diatoms, who are key players for primary production, carbon export and food web efficiency.MethodsWith a mesocosm experiment in subtropical waters, we assessed the physiological and functional responses of an oligotrophic phytoplankton community to artificial upwelling under varying Si:N ratios (0.07-1.33).ResultsDeep water fertilization led to strongly enhanced primary productivity rates and net autotrophy across Si scenarios. At the community level, Si-rich upwelling50 temporarily increased primary production and consistently enhanced diatom growth, producing up to 10-fold higher abundances compared to Si-deficient upwelling. At the organism level, contrasting effects were observed. On the one hand, silicification and size of diatom cells remained unaffected by Si:N, which is surprising given the direct dependency of these traits on Si. On the other hand, diatom Chlorophyll a density and carbon density were strongly reduced and particulate matter C:N was elevated under Si-rich upwelling.DiscussionThis suggests a reduced nutritional value for higher trophic levels under high Si:N ratios. Despite these strong qualitative changes under high Si, diatom cells appeared healthy and showed high photosynthetic efficiency. Our findings reveal great physiological plasticity and adaptability in phytoplankton under artificial upwelling, with Si-dependent trade-offs between primary producer quantity and quality.
Keywords	primary production ; net community production ; phytoplankton ; stoichiometry ; trophic transfer ; carbon export ; Science ; Q ; General. Including nature conservation ; geographical distribution ; QH1-199.5
Subject code	551
Language	English
Publishing date	2024-01-01T00:00:00Z
Publisher	Frontiers Media S.A.
Document type	Article ; Online
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Article: Unsaturated four-membered N-heterocycles: From synthesis to applications

Didier, Dorian / Andreas N. Baumann / Michael Eisold

Tetrahedron letters. 2018 Nov. 07, v. 59, no. 45

2018

Abstract: ... as such scaffold can be used to modulate the properties of drug candidates. Unsaturated N-containing four-membered ...

Abstract	The ubiquity of strained motifs in drug discovery has recently witnessed a large regain of interest, as such scaffold can be used to modulate the properties of drug candidates. Unsaturated N-containing four-membered heterocycles present unique opportunities to access functionalized azetidines, which play an essential role in pharmacological studies. Even though those unsaturated patterns have been much less reported than the corresponding saturated versions, the consequent impact that those structures could have on molecular design with implementation of strained modules deserves to be summarized. In this review, synthetic accesses to substituted azetes, 1-azetines and 2-azetines are depicted, as well as their involvement in further transformations.
Keywords	chemical reactions ; chemical structure ; drugs ; heterocyclic nitrogen compounds
Language	English
Dates of publication	2018-1107
Size	p. 3975-3987.
Publishing place	Elsevier Ltd
Document type	Article
ZDB-ID	204287-3
ISSN	1873-3581 ; 0040-4039
ISSN (online)	1873-3581
ISSN	0040-4039
DOI	10.1016/j.tetlet.2018.09.055
Database	NAL-Catalogue (AGRICOLA)

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Article ; Online: N-terminal domain of ARF-GEF GNOM prevents heterodimerization with functionally divergent GNL1 in Arabidopsis.

Brumm, Sabine / Singh, Manoj K / Kriechbaum, Choy / Richter, Sandra / Huhn, Kerstin / Kucera, Tim / Baumann, Sarah / Wolters, Hanno / Takada, Shinobu / Jürgens, Gerd

The Plant journal : for cell and molecular biology

2022 Volume 112, Issue 3, Page(s) 772–785

Abstract: ... prevention, we analyzed interactions of the N-terminal dimerization and cyclophilin-binding (DCB) domain ...

Abstract	Evolutionary change following gene duplication can lead to functionally divergent paralogous proteins. If comprising identical subunits their random assortment would also form potentially detrimental heteromeric proteins. In Arabidopsis, the ARF GTPase guanine-nucleotide exchange factor GNOM is essential for polar recycling of auxin-efflux transporter PIN1 from endosomes to the basal plasma membrane whereas its paralog GNL1 mediates retrograde Golgi-endoplasmic reticulum traffic. Here we show that both GNOM and GNL1 form homodimers but no heterodimers. To assess the biological significance of this, we generated transgenic plants expressing engineered heterodimer-compatible GNOM variants. Those plants showed developmental defects such as the failure to produce lateral roots. To identify mechanisms underlying heterodimer prevention, we analyzed interactions of the N-terminal dimerization and cyclophilin-binding (DCB) domain. Each DCB domain interacted with the complementary fragment (ΔDCB) both of their own and of the paralogous protein. However, only DCB
MeSH term(s)	Arabidopsis/genetics ; Arabidopsis/metabolism ; Arabidopsis Proteins/genetics ; Arabidopsis Proteins/metabolism ; Dimerization ; Guanine Nucleotide Exchange Factors/genetics ; Guanine Nucleotide Exchange Factors/metabolism ; Golgi Apparatus/metabolism ; Peptidylprolyl Isomerase/metabolism
Chemical Substances	Arabidopsis Proteins ; Guanine Nucleotide Exchange Factors ; Peptidylprolyl Isomerase (EC 5.2.1.8) ; GNOM protein, Arabidopsis
Language	English
Publishing date	2022-10-11
Publishing country	England
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	1088037-9
ISSN	1365-313X ; 0960-7412
ISSN (online)	1365-313X
ISSN	0960-7412
DOI	10.1111/tpj.15979
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Article ; Online: Nutrient composition (Si:N) as driver of plankton communities during artificial upwelling

Goldenberg, Silvan U. / Taucher, Jan / Fernandez-Méndez, Mar / Ludwig, Andrea / Aristegui, Javier / Baumann, Moritz / Ortiz Cortes, Joaquin / Stuhr, Annegret / Riebesell, Ulf

2022

Abstract: ... to nitrogen (N). Yet, little is known about how such differences in nutrient composition may influence ... in the subtropical North Atlantic, we tested the biological response to artificial upwelling with varying Si:N ratios ... rich upwelling, leading to C:N ratios as high as 17, well beyond Redfield. Si-rich upwelling also ...

Abstract	Artificial upwelling brings nutrient-rich deep water to the sun-lit surface to boost fisheries or carbon sequestration. Deep water sources under consideration range widely in inorganic silicon (Si) relative to nitrogen (N). Yet, little is known about how such differences in nutrient composition may influence the effectiveness of the fertilization. Si is essential primarily for diatoms that may increase food web and export efficiency via their large size and ballasting mineral shells, respectively. With a month-long mesocosm study in the subtropical North Atlantic, we tested the biological response to artificial upwelling with varying Si:N ratios (0.07-1.33). Community biomass increased 10-fold across all mesocosms, indicating that basic bloom dynamics were upheld despite the wide range in nutrient composition. Key properties of these blooms, however, were influenced by Si. Photosynthetic capacity and nutrient-use efficiency doubled from Si-poor to Si-rich upwelling, leading to C:N ratios as high as 17, well beyond Redfield. Si-rich upwelling also resulted in 6-fold higher diatom abundance and mineralized Si and a corresponding shift from smaller towards larger phytoplankton. The pronounced change in both plankton quantity (biomass) and quality (C:N ratio, size and mineral ballast) for trophic transfer and export underlines the pivotal role of Si in shaping the response of oligotrophic regions to upwelled nutrients. Our findings indicate a benefit of active Si management during artificial upwelling with the potential to optimize fisheries production and CO2 removal.
Subject code	551 ; 550
Language	English
Publishing date	2022-11-25
Publisher	Frontiers
Publishing country	de
Document type	Article ; Online
Database	BASE - Bielefeld Academic Search Engine (life sciences selection)

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Article ; Online: Counteracting effects of nutrient composition (Si:N) on export flux under artificial upwelling

Moritz Baumann / Silvan Urs Goldenberg / Jan Taucher / Mar Fernández-Méndez / Joaquin Ortiz / Jacqueline Haussmann / Ulf Riebesell

Frontiers in Marine Science, Vol

2023 Volume 10

Abstract: ... In a mesocosm experiment, we tested the effect of nutrient composition (Si relative to N) in artificially ... to a doubling of exported particulate matter and increased C:N ratios to well beyond Redfield (9.5 to 11.1 ... increase in POC export and ~30% increase in C:N ratios compared to Si-scarce upwelling. Whilst the biogenic ...

Abstract	To keep global warming below 1.5°C, technologies that remove carbon from the atmosphere will be needed. Ocean artificial upwelling of nutrient-rich water stimulates primary productivity and could enhance the biological carbon pump for natural CO2 removal. Its potential may depend on the Si availability in the upwelled water, which regulates the abundance of diatoms that are key carbon exporters. In a mesocosm experiment, we tested the effect of nutrient composition (Si relative to N) in artificially upwelled waters on export quantity and quality in a subtropical oligotrophic environment. Upwelling led to a doubling of exported particulate matter and increased C:N ratios to well beyond Redfield (9.5 to 11.1). High Si availability stimulated this carbon over-consumption further, resulting in a temporary ~5-fold increase in POC export and ~30% increase in C:N ratios compared to Si-scarce upwelling. Whilst the biogenic Si ballast of the export flux increased more than 3.5-fold over the Si:N gradient, these heavier particles did not sink faster. On the contrary, sinking velocity decreased considerably under high Si:N, most likely due to reduced particle size. Respiration rates remained similar across all treatments indicating that biogenic Si did not protect particles against microbial degradation. Si availability thus influenced key processes of the biological carbon pump in counteracting ways by increasing the export magnitude and associated C:N ratios but decreasing the efficiency of carbon transfer to depth. These opposing effects need to be considered when evaluating the potential of artificial upwelling as negative emission technology.
Keywords	artificial upwelling ; biological carbon pump ; particulate matter export ; sinking velocity ; remineralization rate ; carbon sequestration ; Science ; Q ; General. Including nature conservation ; geographical distribution ; QH1-199.5
Subject code	550
Language	English
Publishing date	2023-07-01T00:00:00Z
Publisher	Frontiers Media S.A.
Document type	Article ; Online
Database	BASE - Bielefeld Academic Search Engine (life sciences selection)

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