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Amide-to-Ester Substitution as a Strategy for Optimizing PROTAC Permeability and Cellular Activity

Victoria G. Klein, Adam G. Bond, Conner Craigon, R. Scott Lokey, Alessio Ciulli

J Med Chem. 2021 Dec 23; 64(24): 18082–18101. Published online 2021 Dec 9. doi: 10.1021/acs.jmedchem.1c01496

PMCID:: PMC8713283

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Enzymatic Synthesis and Molecular Modelling Studies of Rhamnose Esters Using Lipase from Pseudomonas stutzeri

Cecilia García-Oliva, Almudena Perona, Ángel Rumbero, Pilar Hoyos, María J. Hernáiz

Int J Mol Sci. 2022 Feb; 23(4): 2239. Published online 2022 Feb 17. doi: 10.3390/ijms23042239

PMCID:: PMC8876684

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Effects of Organic Acids on the Release of Fruity Esters in Water: An Insight at the Molecular Level

Yu Liu, Hui Xi, Yingjie Fu, Peng Li, Shihao Sun, Yongli Zong

Molecules. 2022 May; 27(9): 2942. Published online 2022 May 4. doi: 10.3390/molecules27092942

PMCID:: PMC9100015

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Free and Immobilized Lecitase™ Ultra as the Biocatalyst in the Kinetic Resolution of (E)-4-Arylbut-3-en-2-yl Esters

Aleksandra Leśniarek, Anna Chojnacka, Radosław Drozd, Magdalena Szymańska, Witold Gładkowski

Molecules. 2020 Mar; 25(5): 1067. Published online 2020 Feb 27. doi: 10.3390/molecules25051067

PMCID:: PMC7179117

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Separation and Identification of Resveratrol Butyrate Ester Complexes and Their Bioactivity in HepG2 Cell Models

Ming-Kuei Shih, You-Lin Tain, Chiu-Min Cheng, Chien-Ning Hsu, Yu-Wei Chen, Hung-Tse Huang, Chi-I Chang, Chih-Yao Hou

Int J Mol Sci. 2021 Dec; 22(24): 13539. Published online 2021 Dec 17. doi: 10.3390/ijms222413539

PMCID:: PMC8703675

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Synthesis and Characterization of Novel Resveratrol Butyrate Esters That Have the Ability to Prevent Fat Accumulation in a Liver Cell Culture Model

You-Lin Tain, Li-Cheng Jheng, Sam K. C. Chang, Yu-Wei Chen, Li-Tung Huang, Jin-Xian Liao, Chih-Yao Hou

Molecules. 2020 Sep; 25(18): 4199. Published online 2020 Sep 14. doi: 10.3390/molecules25184199

PMCID:: PMC7571132

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Citramalate synthase yields a biosynthetic pathway for isoleucine and straight- and branched-chain ester formation in ripening apple fruit

Nobuko Sugimoto, Philip Engelgau, A. Daniel Jones, Jun Song, Randolph Beaudry

Proc Natl Acad Sci U S A. 2021 Jan 19; 118(3): e2009988118. Published online 2021 Jan 11. doi: 10.1073/pnas.2009988118

PMCID:: PMC7826400

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Ultrasound-assisted enzymatic synthesis of xylitol fatty acid esters in solvent-free conditions

Susana Nieto, Rocio Villa, Antonio Donaire, Pedro Lozano

Ultrason Sonochem. 2021 Jul; 75: 105606. Published online 2021 May 24. doi: 10.1016/j.ultsonch.2021.105606

PMCID:: PMC8170488

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Hyaluronan Esters Drive Smad Gene Expression and Signaling Enhancing Cardiogenesis in Mouse Embryonic and Human Mesenchymal Stem Cells

Margherita Maioli, Sara Santaniello, Andrea Montella, Pasquale Bandiera, Silvia Cantoni, Claudia Cavallini, Francesca Bianchi, Vincenzo Lionetti, Flavio Rizzolio, Irene Marchesi, Luigi Bagella, Carlo Ventura

PLoS One. 2010; 5(11): e15151. Published online 2010 Nov 30. doi: 10.1371/journal.pone.0015151

PMCID:: PMC2994904

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Research Note: Effect of butyric acid glycerol esters on ileal and cecal mucosal and luminal microbiota in chickens challenged with Eimeria maxima

Monika Proszkowiec-Weglarz, Katarzyna B. Miska, Lori L. Schreier, Christopher J. Grim, Karen G. Jarvis, Jonathan Shao, Stefan Vaessen, Richard Sygall, Mark C. Jenkins, Stanislaw Kahl, Beverly Russell

Poult Sci. 2020 Oct; 99(10): 5143–5148. Published online 2020 Jul 3. doi: 10.1016/j.psj.2020.06.022

PMCID:: PMC7598111

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Immobilization of Eversa^® Transform via CLEA Technology Converts It in a Suitable Biocatalyst for Biolubricant Production Using Waste Cooking Oil

José Renato Guimarães, Letícia Passos Miranda, Roberto Fernandez-Lafuente, Paulo Waldir Tardioli

Molecules. 2021 Jan; 26(1): 193. Published online 2021 Jan 2. doi: 10.3390/molecules26010193

PMCID:: PMC7794791

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Biochemical characterization of acyl activating enzymes for side chain moieties of Taxol and its analogs

Narayanan Srividya, Iris Lange, Michael Hartmann, Qunrui Li, Maryam Mirzaei, Bernd Markus Lange

J Biol Chem. 2020 Apr 10; 295(15): 4963–4973. Published online 2020 Feb 20. doi: 10.1074/jbc.RA120.012663

PMCID:: PMC7152758

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Indole carboxylic acid esters of melampomagnolide B are potent anticancer agents against both hematological and solid tumor cells

Shobanbabu Bommagani, Jessica Ponder, Narsimha R. Penthala, Venumadhav Janganati, Craig T. Jordan, Michael J. Borrelli, Peter A. Crooks

Eur J Med Chem. Author manuscript; available in PMC 2018 Aug 18.

Published in final edited form as: Eur J Med Chem. 2017 Aug 18; 136: 393–405. Published online 2017 May 11. doi: 10.1016/j.ejmech.2017.05.031

PMCID:: PMC5531865

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Bioreversible Derivatives of Phenol. 2. Reactivity of Carbonate Esters with Fatty Acid-like Structures Towards Hydrolysis in Aqueous Solutions

Jesper Østergaard, Claus Larsen

Molecules. 2007 Oct; 12(10): 2396–2412. Published online 2007 Oct 30. doi: 10.3390/12102396

PMCID:: PMC6149100

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Synthesis of Short-Chain-Fatty-Acid Resveratrol Esters and Their Antioxidant Properties

You-Lin Tain, Sam K. C. Chang, Jin-Xian Liao, Yu-Wei Chen, Hung-Tse Huang, Yu-Lun Li, Chih-Yao Hou

Antioxidants (Basel) 2021 Mar; 10(3): 420. Published online 2021 Mar 10. doi: 10.3390/antiox10030420

PMCID:: PMC8001046

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Antioxidant and Antibacterial Activity of Caprylic Acid Vanillyl Ester Produced by Lipase-Mediated Transesterification

Jin Ju Kim, Hyung Kwoun Kim

J Microbiol Biotechnol. 2021 Feb 28; 31(2): 317–326. Published online 2020 Nov 10. doi: 10.4014/jmb.2010.10018

PMCID:: PMC9723275

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Synthesis and Structural Characterization of 1- and 2-Substituted Indazoles: Ester and Carboxylic Acid Derivatives

Fátima C. Teixeira, Hélène Ramos, Inês F. Antunes, M. João M. Curto, M. Teresa Duarte, Isabel Bento

Molecules. 2006 Nov; 11(11): 867–889. Published online 2006 Nov 14. doi: 10.3390/11110867

PMCID:: PMC6148532

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Anti-Inflammatory Activity of Oxyresveratrol Tetraacetate, an Ester Prodrug of Oxyresveratrol, on Lipopolysaccharide-Stimulated RAW264.7 Macrophage Cells

Wuttinont Thaweesest, Visarut Buranasudja, Rianthong Phumsuay, Chawanphat Muangnoi, Opa Vajragupta, Boonchoo Sritularak, Paitoon Rashatasakhon, Pornchai Rojsitthisak

Molecules. 2022 Jun; 27(12): 3922. Published online 2022 Jun 18. doi: 10.3390/molecules27123922

PMCID:: PMC9228887

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Modifying Methoxycarbonyl Etomidate’s Inter-Ester Spacer Optimizes In Vitro Metabolic Stability and In Vivo Hypnotic Potency and Duration of Action

S. Shaukat Husain, Ervin Pejo, Rile Ge, Douglas E. Raines

Anesthesiology. Author manuscript; available in PMC 2013 Nov 1.

Published in final edited form as: Anesthesiology. 2012 Nov; 117(5): 1027–1036. doi: 10.1097/ALN.0b013e31826d3bef

PMCID:: PMC3509384

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Ferritinophagy-Mediated Ferroptosis and Activation of Keap1/Nrf2/HO-1 Pathway Were Conducive to EMT Inhibition of Gastric Cancer Cells in Action of 2,2′-Di-pyridineketone Hydrazone Dithiocarbamate Butyric Acid Ester

Deng Guan, Wei Zhou, Huiping Wei, Ting Wang, Kangwei Zheng, Chunjie Yang, Rui Feng, Ruifang Xu, Yun Fu, Cuiping Li, Yongli Li, Changzheng Li

Oxid Med Cell Longev. 2022; 2022: 3920664. Published online 2022 Feb 21. doi: 10.1155/2022/3920664

PMCID:: PMC8885181

Abstract Article PDF–7.8M

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Figure 3

Percentage of butyric acid (BA), butyric acid methyl ester (BAME), butyric acid dihydroxypropyl ester (BAPE), and a sum of both esters (esters) formed from tributyrin at various temperatures.

A monolithic lipase reactor for biodiesel production by transesterification of triacylglycerides into fatty acid methyl esters

Biotechnol Bioeng. ;109(2):371-380.
Figure 10GC-FID chromatogram of a. 37 FAMEs standards, b. FAMEs of the phytococktail.

1: Butyric acid methyl ester (C4∶0); 2: Caproic acid methyl ester (C6∶0); 3: Caprylic acid methyl ester (C8∶0); 4: Capric acid methyl ester (C10∶0); 5: Undecanoic acid methyl ester (C11∶0); 6: Lauric acid methyl ester (C12∶0); 7: Tridecanoic acid methyl ester (C13∶0); 8: Myristic acid methyl ester (C14∶0); 9: Myristoleic acid methyl ester (C14∶1); 10: Pentadecanoic acid methyl ester (C15∶0); 11: cis-10-Pentadecenoic acid methyl ester (C15∶1); 12: Palmitic acid methyl ester (C16∶0); 13: Palmitoleic acid methyl ester (C16∶1); 14: Heptadecanoic acid methyl ester (C17∶0); 15: cis-10-Heptadecenoic acid methyl ester (C17∶1); 16: Stearic acid methyl ester (C18∶0); 17: Elaidic acid methyl ester (C18∶1n9t); 18: Oleic acid methyl ester (C18∶1n9c); 19: Linolelaidic acid methyl ester (C18∶2n6t); 20: Linoleic acid methyl ester (C18∶2n6c); 21: Arachidic acid methyl ester (C20∶0); 22: cis-11-Eicosenoic acid methyl ester (C20∶1); 23: α-Linolenic acid methyl ester (C18∶3n3); 24: Heneicosanoic acid methyl ester (C21∶0); 25: cis-11,14-Eicosadienoic acid methyl ester (C20∶2); 26: Behenic acid methyl ester (C22∶0); 27: cis-8,11,14-Eicosatrienoic acid methyl ester (C20∶3n6); 28: Erucic acid methyl ester (C22∶1n9); 29: cis-11,14,17-Eicosatrienoic acid methyl ester (C20∶3n3); 30: Arachidonic acid methyl ester (C20∶4n6); 31: Tricosanoic acid methyl ester (C23∶0); 32: cis-13,16-Docosadienoic acid methyl ester (C22∶2); 33: Lignoceric acid methyl ester (C24∶0); 34: Nervonic acid methyl ester (C24∶1); 35: cis-4,7,10,13,16,19-Docosahexaenoic acid methyl ester (C22∶6n3); 36: γ-Linolenic acid methyl ester (C18∶3n6); 37: cis-5,8,11,14,17-Eicosapentaenoic acid methyl ester (C20∶5n3).

Nutritional Profile of Phytococktail from Trans-Himalayan Plants

PLoS One. 2013;8(12):e83008.
Figure 1

PCA-1 and PCA-2 score plot bases on the fatty acid composition with oil contents and the fatty acids together with antioxidant parameters. Abbreviations and labels: (A) Butyric acid methyl ester, (B) caproic acid methyl ester, (C) undecanoic acid methyl ester, (D) lauric acid methyl ester, (E) myristic acid methyl ester, (F) palmitic acid methyl ester, (G) heptadecanoic acid methyl Eeter, (H) stearic acid methyl ester, (I) oleic acid methyl ester, (J) linoleic acid methyl ester, (K) arachidic acid methyl ester, (L) α-linolenic acid methyl ester, (M) cis-11-eicosenoic acid methyl ester, (O) behenic acid methyl ester, (S) cis-58111417 eicosapentaenoic acid methyl ester, (T) lignoceric acid methyl ester, (Sat) saturated fatty acids, (Uns) unsaturated fatty acids, (Satu) saturated/unsaturated fatty acid ratio, (Mono) monounsaturated fatty acids, (Poli) polyunsaturated fatty acids, (Oil) oil content, (TP) total phenolic content, (TF) total flavonoid content, (CT) condensed tannin content, (FRAP) ferric reducing antioxidant power, (DPPH) 1,1-Diphenyl-2-picrylhydrazyl radical.

Antioxidant, Antimicrobial Activities and Fatty Acid Compositions of Wild Berberis spp. by Different Techniques Combined with Chemometrics (PCA and HCA)

Molecules. 2021 Dec;26(24):7448.
Figure 4

Effect of residence time of substrate in the capillary reactor with immobilized lipase on the percentage of the unreacted tributyrin (line 4) and butyric acid (1), butyric acid methyl ester (2), and butyric acid dihydroxypropyl ester (3) as products of transesterification reaction carried out at a temperature of 37°C.

A monolithic lipase reactor for biodiesel production by transesterification of triacylglycerides into fatty acid methyl esters

Biotechnol Bioeng. ;109(2):371-380.