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231226s2022 xx |||||o 00| ||eng c |
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|a 10.1021/acs.langmuir.2c02849
|2 doi
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|a pubmed25n1165.xml
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|a (DE-627)NLM349627797
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|a (NLM)36450098
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|a eng
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|a Hazra, Bibhas
|e verfasserin
|4 aut
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|a Lipidated Lysine and Fatty Acids Assemble into Protocellular Membranes to Assist Regioselective Peptide Formation
|b Correlation to the Natural Selection of Lysine over Nonproteinogenic Lower Analogues
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|c 2022
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
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|2 rdamedia
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|a ƒa Online-Ressource
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|a Date Completed 14.12.2022
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|a Date Revised 06.01.2023
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|a published: Print-Electronic
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|a Citation Status MEDLINE
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|a The self-assembly of prebiotically plausible amphiphiles (fatty acids) to form a bilayer membrane for compartmentalization is an important factor during protocellular evolution. Such fatty acid-based membranes assemble at relatively high concentrations, and they lack robust stability. We have demonstrated that a mixture of lipidated lysine (cationic) and prebiotic fatty acids (decanoic acid, anionic) can form protocellular membranes (amino acid-based membranes) at low concentrations via electrostatic, hydrogen bonding, and hydrophobic interactions. The formation of vesicular membranes was characterized by dynamic light scattering (DLS), pyrene and Nile Red partitioning, cryo-transmission electron microscopy (TEM) images, and glucose encapsulation studies. The lipidated nonproteinogenic analogues of lysine (Lys), such as ornithine (Orn) and 2,4-diaminobutyric acid (Dab), also form membranes with decanoate (DA). Time-dependent turbidimetric and 1H NMR studies suggested that the Lys-based membrane is more stable than the membranes prepared from nonproteinogenic lower analogues. The Lys-based membrane embeds a model acylating agent (aminoacyl-tRNA mimic) and facilitates the colocalization of substrates to support regioselective peptide formation via the α-amine of Lys. These membranes thereby assist peptide formation and control the positioning of the reactants (model acylating agent and -NH2 of amino acids) to initiate biologically relevant reactions during early evolution
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|a Journal Article
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|a Research Support, Non-U.S. Gov't
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|a Lysine
|2 NLM
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|a K3Z4F929H6
|2 NLM
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|a Fatty Acids
|2 NLM
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|a Amino Acids
|2 NLM
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|a Peptides
|2 NLM
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|a Mondal, Anoy
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Prasad, Mahesh
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Gayen, Soumajit
|e verfasserin
|4 aut
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| 700 |
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|a Mandal, Raki
|e verfasserin
|4 aut
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| 700 |
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|a Sardar, Avijit
|e verfasserin
|4 aut
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|a Tarafdar, Pradip K
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Langmuir : the ACS journal of surfaces and colloids
|d 1985
|g 38(2022), 49 vom: 13. Dez., Seite 15422-15432
|w (DE-627)NLM098181009
|x 1520-5827
|7 nnas
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| 773 |
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|g volume:38
|g year:2022
|g number:49
|g day:13
|g month:12
|g pages:15422-15432
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|u http://dx.doi.org/10.1021/acs.langmuir.2c02849
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