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Comparison of Three Methods to Determine the Degree of Substitution of Quinoa and Rice Starch Acetates, Propionates, and Butyrates: Direct Stoichiometry, FTIR, and .

Foods (Basel, Switzerland)

Abdul Hadi N, Wiege B, Stabenau S, Marefati A, Rayner M.
PMID: 31940907
Foods. 2020 Jan 12;9(1). doi: 10.3390/foods9010083.

Rice and quinoa starch esters were prepared by acylation using short-chain fatty acid anhydrides with different chain lengths (acetic, propionic, and butyric anhydride). A direct stoichiometric method based on the acylation reaction was used to determine the degree of...

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Abdul Hadi N, Wiege B, Stabenau S, et al. Comparison of Three Methods to Determine the Degree of Substitution of Quinoa and Rice Starch Acetates, Propionates, and Butyrates: Direct Stoichiometry, FTIR, and . Foods. 2020;9(1)doi: 10.3390/foods9010083.
Abdul Hadi, N., Wiege, B., Stabenau, S., Marefati, A., & Rayner, M. (2020). Comparison of Three Methods to Determine the Degree of Substitution of Quinoa and Rice Starch Acetates, Propionates, and Butyrates: Direct Stoichiometry, FTIR, and . Foods (Basel, Switzerland), 9(1), . https://doi.org/10.3390/foods9010083
Abdul Hadi, Nabilah, et al. "Comparison of Three Methods to Determine the Degree of Substitution of Quinoa and Rice Starch Acetates, Propionates, and Butyrates: Direct Stoichiometry, FTIR, and ." Foods (Basel, Switzerland) vol. 9,1 (2020). doi: https://doi.org/10.3390/foods9010083
Abdul Hadi N, Wiege B, Stabenau S, Marefati A, Rayner M. Comparison of Three Methods to Determine the Degree of Substitution of Quinoa and Rice Starch Acetates, Propionates, and Butyrates: Direct Stoichiometry, FTIR, and . Foods. 2020 Jan 12;9(1). doi: 10.3390/foods9010083. PMID: 31940907; PMCID: PMC7023049.
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Characterisation of Physicochemical Properties of Propionylated Corn Starch and Its Application as Stabiliser.

Food technology and biotechnology

Hong LF, Cheng LH, Lee CY, Peh KK.
PMID: 27904359
Food Technol Biotechnol. 2015 Sep;53(3):278-285. doi: 10.17113/ftb.53.03.15.3907.

A series of propionylated starches with different degrees of substitution (DS) was synthesised and their physicochemical properties and application as a stabiliser were investigated. Starch propionates with moderate DS were prepared by esterification of native corn starch with propionic...

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Hong LF, Cheng LH, Lee CY, et al. Characterisation of Physicochemical Properties of Propionylated Corn Starch and Its Application as Stabiliser. Food Technol Biotechnol. 2015;53(3):278-285doi: 10.17113/ftb.53.03.15.3907.
Hong, L. F., Cheng, L. H., Lee, C. Y., & Peh, K. K. (2015). Characterisation of Physicochemical Properties of Propionylated Corn Starch and Its Application as Stabiliser. Food technology and biotechnology, 53(3), 278-285. https://doi.org/10.17113/ftb.53.03.15.3907
Hong, Lee-Fen, et al. "Characterisation of Physicochemical Properties of Propionylated Corn Starch and Its Application as Stabiliser." Food technology and biotechnology vol. 53,3 (2015): 278-285. doi: https://doi.org/10.17113/ftb.53.03.15.3907
Hong LF, Cheng LH, Lee CY, Peh KK. Characterisation of Physicochemical Properties of Propionylated Corn Starch and Its Application as Stabiliser. Food Technol Biotechnol. 2015 Sep;53(3):278-285. doi: 10.17113/ftb.53.03.15.3907. PMID: 27904359; PMCID: PMC5068383.
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Synthesis, Spectroscopic, Thermal, and Catalytic Properties of Eight New Complexes of Metal(II) Formates or Propionates with Imidazole; Relationship between the Carbon Chain Length and Catalytic Activity.

Materials (Basel, Switzerland)

Rogalewicz B, Maniecki T, Ciesielski R, Czylkowska A.
PMID: 35009285
Materials (Basel). 2021 Dec 25;15(1). doi: 10.3390/ma15010142.

In one of our previously published articles, we reported the synthesis, spectroscopic, thermal, and catalytic properties of four new M(II) acetate (where M = Co, Ni, Cu, Zn) complexes with imidazole. Presented compounds exhibited activity in the reaction on...

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Rogalewicz B, Maniecki T, Ciesielski R, et al. Synthesis, Spectroscopic, Thermal, and Catalytic Properties of Eight New Complexes of Metal(II) Formates or Propionates with Imidazole; Relationship between the Carbon Chain Length and Catalytic Activity. Materials (Basel). 2021;15(1)doi: 10.3390/ma15010142.
Rogalewicz, B., Maniecki, T., Ciesielski, R., & Czylkowska, A. (2021). Synthesis, Spectroscopic, Thermal, and Catalytic Properties of Eight New Complexes of Metal(II) Formates or Propionates with Imidazole; Relationship between the Carbon Chain Length and Catalytic Activity. Materials (Basel, Switzerland), 15(1), . https://doi.org/10.3390/ma15010142
Rogalewicz, Bartłomiej, et al. "Synthesis, Spectroscopic, Thermal, and Catalytic Properties of Eight New Complexes of Metal(II) Formates or Propionates with Imidazole; Relationship between the Carbon Chain Length and Catalytic Activity." Materials (Basel, Switzerland) vol. 15,1 (2021). doi: https://doi.org/10.3390/ma15010142
Rogalewicz B, Maniecki T, Ciesielski R, Czylkowska A. Synthesis, Spectroscopic, Thermal, and Catalytic Properties of Eight New Complexes of Metal(II) Formates or Propionates with Imidazole; Relationship between the Carbon Chain Length and Catalytic Activity. Materials (Basel). 2021 Dec 25;15(1). doi: 10.3390/ma15010142. PMID: 35009285; PMCID: PMC8745843.
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Isolation of Lolicine A, Lolicine B, Lolitriol, and Lolitrem N from Lolium perenne Infected with Neotyphodium lolii and Evidence for the Natural Occurrence of 31-Epilolitrem N and 31-Epilolitrem F.

Journal of agricultural and food chemistry

Munday-Finch SC, Wilkins AL, Miles CO.
PMID: 10554283
J Agric Food Chem. 1998 Feb 16;46(2):590-598. doi: 10.1021/jf9706787.

Lolicines A (1a) and B (2a), late-eluting lolitrem-like compounds, were identified in extracts of perennial ryegrass (Lolium perenne) seed that was infected with the endophytic fungus Neotyphodium lolii. The lolicines were isolated as their 11-O-propionates (1b and 2b) and...

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Munday-Finch SC, Wilkins AL, Miles CO. Isolation of Lolicine A, Lolicine B, Lolitriol, and Lolitrem N from Lolium perenne Infected with Neotyphodium lolii and Evidence for the Natural Occurrence of 31-Epilolitrem N and 31-Epilolitrem F. J Agric Food Chem. 1998;46(2):590-598doi: 10.1021/jf9706787.
Munday-Finch, S. C., Wilkins, A. L., & Miles, C. O. (1998). Isolation of Lolicine A, Lolicine B, Lolitriol, and Lolitrem N from Lolium perenne Infected with Neotyphodium lolii and Evidence for the Natural Occurrence of 31-Epilolitrem N and 31-Epilolitrem F. Journal of agricultural and food chemistry, 46(2), 590-598. https://doi.org/10.1021/jf9706787
Munday-Finch, et al. "Isolation of Lolicine A, Lolicine B, Lolitriol, and Lolitrem N from Lolium perenne Infected with Neotyphodium lolii and Evidence for the Natural Occurrence of 31-Epilolitrem N and 31-Epilolitrem F." Journal of agricultural and food chemistry vol. 46,2 (1998): 590-598. doi: https://doi.org/10.1021/jf9706787
Munday-Finch SC, Wilkins AL, Miles CO. Isolation of Lolicine A, Lolicine B, Lolitriol, and Lolitrem N from Lolium perenne Infected with Neotyphodium lolii and Evidence for the Natural Occurrence of 31-Epilolitrem N and 31-Epilolitrem F. J Agric Food Chem. 1998 Feb 16;46(2):590-598. doi: 10.1021/jf9706787. PMID: 10554283.
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Regioselectively nucleus and/or side-chain fluorinated 2-(Phenanthryl)propionic acids by an effective combination of radical and organometallic chemistry.

The Journal of organic chemistry

Ricci G, Ruzziconi R.
PMID: 15651809
J Org Chem. 2005 Jan 21;70(2):611-23. doi: 10.1021/jo048294k.

Regioselectively nucleus and/or side-chain fluorinated 2-(phenanthr-1-yl)- and 2-(phenanthr-2-yl)propionic acids 1-5 were prepared using phenanthren-1(2H)-ones 6a-c as key intermediates. Thus, ethyl 2-(fluorophenanthryl)propionates 11 were obtained in good yields by Reformatsky reaction of 6a-c with ethyl 2-bromopropionate followed by dehydratation and...

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Ricci G, Ruzziconi R. Regioselectively nucleus and/or side-chain fluorinated 2-(Phenanthryl)propionic acids by an effective combination of radical and organometallic chemistry. J Org Chem. 2005;70(2):611-23doi: 10.1021/jo048294k.
Ricci, G., & Ruzziconi, R. (2005). Regioselectively nucleus and/or side-chain fluorinated 2-(Phenanthryl)propionic acids by an effective combination of radical and organometallic chemistry. The Journal of organic chemistry, 70(2), 611-23. https://doi.org/10.1021/jo048294k
Ricci, Giacomo, and Ruzziconi, Renzo. "Regioselectively nucleus and/or side-chain fluorinated 2-(Phenanthryl)propionic acids by an effective combination of radical and organometallic chemistry." The Journal of organic chemistry vol. 70,2 (2005): 611-23. doi: https://doi.org/10.1021/jo048294k
Ricci G, Ruzziconi R. Regioselectively nucleus and/or side-chain fluorinated 2-(Phenanthryl)propionic acids by an effective combination of radical and organometallic chemistry. J Org Chem. 2005 Jan 21;70(2):611-23. doi: 10.1021/jo048294k. PMID: 15651809.
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Dufour gland contents of three species ofMyrmecia (Hymenoptera: Formicidae), primitive ants of australia.

Journal of chemical ecology

Jackson BD, Billen JP, Morgan ED.
PMID: 24272380
J Chem Ecol. 1989 Aug;15(8):2191-205. doi: 10.1007/BF01014109.

Chemical investigation of the Dufour gland contents of three species ofMyrmecia by GC and GC-MS showed thatM. gulosa andM. nigriceps contain predominantly linear hydrocarbons, whereasM. pilosula contains acetates, aldehydes, and propionates. The major components ofM. gulosa andM. nigriceps are...

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Jackson BD, Billen JP, Morgan ED. Dufour gland contents of three species ofMyrmecia (Hymenoptera: Formicidae), primitive ants of australia. J Chem Ecol. 1989;15(8):2191-205doi: 10.1007/BF01014109.
Jackson, B. D., Billen, J. P., & Morgan, E. D. (1989). Dufour gland contents of three species ofMyrmecia (Hymenoptera: Formicidae), primitive ants of australia. Journal of chemical ecology, 15(8), 2191-205. https://doi.org/10.1007/BF01014109
Jackson, B D, et al. "Dufour gland contents of three species ofMyrmecia (Hymenoptera: Formicidae), primitive ants of australia." Journal of chemical ecology vol. 15,8 (1989): 2191-205. doi: https://doi.org/10.1007/BF01014109
Jackson BD, Billen JP, Morgan ED. Dufour gland contents of three species ofMyrmecia (Hymenoptera: Formicidae), primitive ants of australia. J Chem Ecol. 1989 Aug;15(8):2191-205. doi: 10.1007/BF01014109. PMID: 24272380.
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Enantioselective N-Heterocyclic Carbene Catalysis by the Umpolung of α,β-Unsaturated Ketones.

Angewandte Chemie (International ed. in English)

Nakano Y, Lupton DW.
PMID: 26823153
Angew Chem Int Ed Engl. 2016 Feb 24;55(9):3135-9. doi: 10.1002/anie.201510106. Epub 2016 Jan 28.

N-Heterocyclic carbene-catalyzed formation of β-anionic intermediates from enones has been employed in the enantioselective synthesis of 2-aryl propionates. The reaction was achievable using a homochiral 4-MeOC6H4 morpholinone catalyst allowing the first example of enantioselective catalysis by umpolung of α,β-unsaturated...

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Nakano Y, Lupton DW. Enantioselective N-Heterocyclic Carbene Catalysis by the Umpolung of α,β-Unsaturated Ketones. Angew Chem Int Ed Engl. 2016;55(9):3135-9doi: 10.1002/anie.201510106.
Nakano, Y., & Lupton, D. W. (2016). Enantioselective N-Heterocyclic Carbene Catalysis by the Umpolung of α,β-Unsaturated Ketones. Angewandte Chemie (International ed. in English), 55(9), 3135-9. https://doi.org/10.1002/anie.201510106
Nakano, Yuji, and Lupton, David W. "Enantioselective N-Heterocyclic Carbene Catalysis by the Umpolung of α,β-Unsaturated Ketones." Angewandte Chemie (International ed. in English) vol. 55,9 (2016): 3135-9. doi: https://doi.org/10.1002/anie.201510106
Nakano Y, Lupton DW. Enantioselective N-Heterocyclic Carbene Catalysis by the Umpolung of α,β-Unsaturated Ketones. Angew Chem Int Ed Engl. 2016 Feb 24;55(9):3135-9. doi: 10.1002/anie.201510106. Epub 2016 Jan 28. PMID: 26823153.
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Synthesis of nonionic-anionic colloidal systems based on alkaline and ammonium β-nonylphenol polyethyleneoxy (n = 3-20) propionates/dodecylbenzenesulfonates with prospects for food hygiene.

Chemistry Central journal

Jianu C.
PMID: 22958389
Chem Cent J. 2012 Sep 08;6(1):95. doi: 10.1186/1752-153X-6-95.

BACKGROUND: The main objective of this work was to obtain a binary system of surface-active components (nonionic soap - alkaline and/or ammonium dodecylbenzenesulfonate) with potential competences in food hygiene, by accessing a scheme of classical reactions (cyanoethylation, total acid...

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Jianu C. Synthesis of nonionic-anionic colloidal systems based on alkaline and ammonium β-nonylphenol polyethyleneoxy (n = 3-20) propionates/dodecylbenzenesulfonates with prospects for food hygiene. Chem Cent J. 2012;6(1):95doi: 10.1186/1752-153X-6-95.
Jianu, C. (2012). Synthesis of nonionic-anionic colloidal systems based on alkaline and ammonium β-nonylphenol polyethyleneoxy (n = 3-20) propionates/dodecylbenzenesulfonates with prospects for food hygiene. Chemistry Central journal, 6(1), 95. https://doi.org/10.1186/1752-153X-6-95
Jianu, Calin. "Synthesis of nonionic-anionic colloidal systems based on alkaline and ammonium β-nonylphenol polyethyleneoxy (n = 3-20) propionates/dodecylbenzenesulfonates with prospects for food hygiene." Chemistry Central journal vol. 6,1 (2012): 95. doi: https://doi.org/10.1186/1752-153X-6-95
Jianu C. Synthesis of nonionic-anionic colloidal systems based on alkaline and ammonium β-nonylphenol polyethyleneoxy (n = 3-20) propionates/dodecylbenzenesulfonates with prospects for food hygiene. Chem Cent J. 2012 Sep 08;6(1):95. doi: 10.1186/1752-153X-6-95. PMID: 22958389; PMCID: PMC3548734.
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One-Pot Enol Silane Formation-Alkylation of Ketones with Propargyl Carboxylates Promoted by Trimethylsilyl Trifluoromethanesulfonate.

The Journal of organic chemistry

Downey CW, Confair DN, Liu Y, Heafner ED.
PMID: 30248260
J Org Chem. 2018 Oct 19;83(20):12931-12938. doi: 10.1021/acs.joc.8b01997. Epub 2018 Oct 08.

Ketones readily undergo conversion to enol silanes in the presence of a trialkylamine base and trimethylsilyl trifluoromethanesulfonate (TMSOTf) and add to propargyl cations to yield β-alkynyl ketones. The propargyl cations are generated in the same reaction flask through the...

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Downey CW, Confair DN, Liu Y, et al. One-Pot Enol Silane Formation-Alkylation of Ketones with Propargyl Carboxylates Promoted by Trimethylsilyl Trifluoromethanesulfonate. J Org Chem. 2018;83(20):12931-12938doi: 10.1021/acs.joc.8b01997.
Downey, C. W., Confair, D. N., Liu, Y., & Heafner, E. D. (2018). One-Pot Enol Silane Formation-Alkylation of Ketones with Propargyl Carboxylates Promoted by Trimethylsilyl Trifluoromethanesulfonate. The Journal of organic chemistry, 83(20), 12931-12938. https://doi.org/10.1021/acs.joc.8b01997
Downey, C Wade, et al. "One-Pot Enol Silane Formation-Alkylation of Ketones with Propargyl Carboxylates Promoted by Trimethylsilyl Trifluoromethanesulfonate." The Journal of organic chemistry vol. 83,20 (2018): 12931-12938. doi: https://doi.org/10.1021/acs.joc.8b01997
Downey CW, Confair DN, Liu Y, Heafner ED. One-Pot Enol Silane Formation-Alkylation of Ketones with Propargyl Carboxylates Promoted by Trimethylsilyl Trifluoromethanesulfonate. J Org Chem. 2018 Oct 19;83(20):12931-12938. doi: 10.1021/acs.joc.8b01997. Epub 2018 Oct 08. PMID: 30248260.
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Base-promoted in situ generation of methyl acrylate from dimethyl 3, 3'-dithiodipropionate. Application To N-alkylation of heterocycles.

The Journal of organic chemistry

Hamel P, Girard M.
PMID: 10814206
J Org Chem. 2000 May 19;65(10):3123-5. doi: 10.1021/jo9919207.

In basic medium, dimethyl 3,3'-dithiopropionate generates methyl acrylate, which serves in situ as a source of propionate moiety. This property was applied to the alkylation of indoles and other nitrogen heterocycles leading to a series of 3-(heteroaryl-substituted) propionates. A...

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Hamel P, Girard M. Base-promoted in situ generation of methyl acrylate from dimethyl 3, 3'-dithiodipropionate. Application To N-alkylation of heterocycles. J Org Chem. 2000;65(10):3123-5doi: 10.1021/jo9919207.
Hamel, P., & Girard, M. (2000). Base-promoted in situ generation of methyl acrylate from dimethyl 3, 3'-dithiodipropionate. Application To N-alkylation of heterocycles. The Journal of organic chemistry, 65(10), 3123-5. https://doi.org/10.1021/jo9919207
Hamel, and Girard. "Base-promoted in situ generation of methyl acrylate from dimethyl 3, 3'-dithiodipropionate. Application To N-alkylation of heterocycles." The Journal of organic chemistry vol. 65,10 (2000): 3123-5. doi: https://doi.org/10.1021/jo9919207
Hamel P, Girard M. Base-promoted in situ generation of methyl acrylate from dimethyl 3, 3'-dithiodipropionate. Application To N-alkylation of heterocycles. J Org Chem. 2000 May 19;65(10):3123-5. doi: 10.1021/jo9919207. PMID: 10814206.
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Asymmetric aldol reaction with diisopinocampheyl enolborinates of propionates.

Organic letters

Ramachandran PV, Pratihar D.
PMID: 19265395
Org Lett. 2009 Apr 02;11(7):1467-70. doi: 10.1021/ol802850w.

A convenient and general, reagent-controlled, diastereo- and enantioselective aldol reaction of diisopinocampheylboron enolates of esters, followed by reduction, has been developed as an alternative to crotylboration-ozonolysis. This protocol was then exploited for the double diastereoselective synthesis of the C11-C17...

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Ramachandran PV, Pratihar D. Asymmetric aldol reaction with diisopinocampheyl enolborinates of propionates. Org Lett. 2009;11(7):1467-70doi: 10.1021/ol802850w.
Ramachandran, P. V., & Pratihar, D. (2009). Asymmetric aldol reaction with diisopinocampheyl enolborinates of propionates. Organic letters, 11(7), 1467-70. https://doi.org/10.1021/ol802850w
Ramachandran, P Veeraraghavan, and Pratihar, Debarshi. "Asymmetric aldol reaction with diisopinocampheyl enolborinates of propionates." Organic letters vol. 11,7 (2009): 1467-70. doi: https://doi.org/10.1021/ol802850w
Ramachandran PV, Pratihar D. Asymmetric aldol reaction with diisopinocampheyl enolborinates of propionates. Org Lett. 2009 Apr 02;11(7):1467-70. doi: 10.1021/ol802850w. PMID: 19265395.
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An examination of the scope and stereochemistry of the Ireland-Claisen rearrangement of boron ketene acetals.

Chemistry (Weinheim an der Bergstrasse, Germany)

Seizert CA, Ferreira EM.
PMID: 24590862
Chemistry. 2014 Apr 07;20(15):4460-8. doi: 10.1002/chem.201304384. Epub 2014 Mar 03.

The Ireland-Claisen rearrangement of boron ketene acetals is described. The boron ketene acetal intermediates are formed through a soft enolization that obviates the use of strong bases and the intermediacy of alkali metal enolates. Yields and diastereoselectivities of these...

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Seizert CA, Ferreira EM. An examination of the scope and stereochemistry of the Ireland-Claisen rearrangement of boron ketene acetals. Chemistry. 2014;20(15):4460-8doi: 10.1002/chem.201304384.
Seizert, C. A., & Ferreira, E. M. (2014). An examination of the scope and stereochemistry of the Ireland-Claisen rearrangement of boron ketene acetals. Chemistry (Weinheim an der Bergstrasse, Germany), 20(15), 4460-8. https://doi.org/10.1002/chem.201304384
Seizert, Curtis A, and Ferreira, Eric M. "An examination of the scope and stereochemistry of the Ireland-Claisen rearrangement of boron ketene acetals." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 20,15 (2014): 4460-8. doi: https://doi.org/10.1002/chem.201304384
Seizert CA, Ferreira EM. An examination of the scope and stereochemistry of the Ireland-Claisen rearrangement of boron ketene acetals. Chemistry. 2014 Apr 07;20(15):4460-8. doi: 10.1002/chem.201304384. Epub 2014 Mar 03. PMID: 24590862.
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Showing 13 to 24 of 33 entries