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Received February 11, 2017
Accepted June 3, 2017
- This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
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Crystallization of glycine in water/saturated fatty acid emulsions
Department of Chemical and Biomolecular Engineering, Sogang University, Seoul 04107, Korea
koo@sogang.ac.kr
Korean Journal of Chemical Engineering, September 2017, 34(9), 2445-2450(6), 10.1007/s11814-017-0158-2
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Abstract
It was found that carbon chain length of fatty acids strongly affects polymorphic selection in the cooling crystallization of glycine from water/saturated fatty acid emulsions. Two-dimensional packing density of saturated fatty acid head groups, which is inversely proportional to the number of carbon atoms, was shown to be responsible for polymorphic selection of glycine: γ-glycine was obtained from the emulsions of hexanoic acid and octanoic acid, whereas α-glycine was found to crystallize from the emulsions of dodecanoic acid, tetradecanoic acid, hexadecanoic acid and octadecanoic acid. Those results indicate that molecular structure of γ-glycine is only well matched with molecular structure of head groups of hexanoic acid and octanoic acid at the interface of the emulsion, and thus such molecular interface provides the preferential site for the organization of γ-form crystal structure from the liquid-like cluster of glycine.
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References
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Yamadera W, Inagawa K, Chiba S, Bannai M, Takahashi M, Nakayama K, Sleep Biol. Rhythms., 5, 126 (2007)
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Kobayashi Y, Ito S, Itai S, Yamamoto K, Int. J. Pharm., 193, 137 (2000)
Alvarez AJ, Singh A, Myerson AS, Cryst. Growth Des., 9, 4181 (2009)
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Markel AL, Achkasov AF, Prokudina OI, Alekhina TA, Boldyreva EV, Boldyrev VV, Dokl. Biochem. Biophys., 434, 235 (2010)
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Yano J, Furedi-Milhofer H, Wachtel E, Garti N, Langmuir, 16(26), 10005 (2000)
Zaccaro J, Matic J, Myerson AS, Garetz BA, Cryst. Growth Des., 1, 5 (2001)
Aber J, Arnold S, Garetz B, Myerson A, Phys. Rev. Lett., 94, 145503 (2005)
He G, Bhamidi V, Wilson SR, Tan RBH, Kenis PJA, Zukoski CF, Cryst. Growth Des., 6, 1746 (2006)
Louhi-Kultanen M, Karjalainen M, Rantanen J, Huhtanen M, Kallas J, Int. J. Pharm., 320, 23 (2006)
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Kim JW, Shim HM, Lee JE, Koo KK, Cryst. Growth Des., 12, 4739 (2012)
Holman RT, Elmer OC, J. Am. Oil Chem. Soc., 24, 127 (1947)
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Hac-Wudro K, Wydro P, Chem. Phys. Lipids, 150, 66 (2007)
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Schneider VL, Holman RT, Burr GO, J. Phys. Chem., 53, 1016 (1949)