DOI: 10.1016/j.carres.2011.01.029. Converting fructose to 5-hydroxymethylfurfural: a quantum mechanics/molecular mechanics study of the mechanism and energetics

Converting fructose to 5-hydroxymethylfurfural: a quantum mechanics/molecular mechanics study of the mechanism and energetics

10.1016/j.carres.2011.01.029

Crossref journal-article

Elsevier BV

Carbohydrate Research (78)

Bibliography

Caratzoulas, S., & Vlachos, D. G. (2011). Converting fructose to 5-hydroxymethylfurfural: a quantum mechanics/molecular mechanics study of the mechanism and energetics. Carbohydrate Research, 346(5), 664â672.

Authors 2

Stavros Caratzoulas (first)
Dionisios G. Vlachos (additional)

References 26 Referenced 112

10.1002/1521-379X(200204)54:3/4<89::AID-STAR89>3.0.CO;2-I / Starch/Stärke by Röper (2002)
10.1002/anie.200604274 / Angew. Chem., Int. Ed. by Chheda (2007)
Werpy, T.; Petersen, G. Top Value Added Chemicals from Biomass, Vol. 1: Results of Screening for Potential Candidates from Sugars and Synthesis Gas; 2004. Available electronically at http://www.osti.gov/bridge. (10.2172/15008859)
10.1126/science.1111166 / Science by Huber (2005)
10.1016/S0008-6215(00)84806-5 / Carbohydr. Res. by Kuster (1977)
10.1016/S0008-6215(00)84807-7 / Carbohydr. Res. by Kuster (1977)
10.1016/S0008-6215(00)84808-9 / Carbohydr. Res. by Kuster (1977)
10.1002/star.19900420808 / Starch/Stärke by Kuster (1990)
10.1016/j.carres.2008.09.008 / Carbohydr. Res. by Amarasekara (2008)
10.1016/0008-6215(90)84096-D / Carbohydr. Res. by Antal (1990)
10.1016/j.supflu.2005.04.004 / J. Supercrit. Fluids by Bicker (2005)
10.1126/science.1126337 / Science by Roman-Leshkov (2006)
{'journal-title': 'Proc. Natl. Acad. Sci. U.S.A.', 'year': '2010', 'author': 'Moliner', 'key': '10.1016/j.carres.2011.01.029_b0065'} / Proc. Natl. Acad. Sci. U.S.A. by Moliner (2010)
Case, D. A.; Darden, T. A.; Cheatham, T. E.; III, Simmerling, C.L.; Wang, J.; Duke, R. E.; Luo, R.; Merz, K. M.; Pearlman, D. A.; Crowley, M.; Walker, R. C.; Zhang, W.; Wang, B.; Hayik, S.; Roitberg, A.; Seabra, G.; Wong, K. F.; Paesani, F.; Wu, X.; Brozell, S.; Tsui, V.; Gohlke, H.; Yang, L.; Tan, C.; Mongan, J.; Hornak, V.; Cui, G.; Beroza, P.; Mathews, D. H.; Schafmeister, C.; Ross, W. S.; Kollman, P. A. amber 9, University of California, San Francisco; 2006.
10.1021/ja710633c / J. Am. Chem. Soc. by Wu (2008)
10.1021/jp904019c / J. Phys. Chem. B by Pomata (2009)
10.1103/PhysRevLett.63.1195 / Phys. Rev. Lett. by Ferrenberg (1989)
10.1002/jcc.540130812 / J. Comput. Chem. by Kumar (1992)
10.1021/ie00001a014 / Ind. Eng. Chem. Res. by Mok (1992)
10.1021/jp0626770 / J. Phys. Chem. A by Nimlos (2006)
10.1016/j.carres.2005.07.021 / Carbohydr. Res. by Qian (2005)
10.1016/S0031-8914(40)90098-2 / Physica by Kramers (1940)
10.1103/RevModPhys.62.251 / Rev. Mod. Phys. by Hänggi (1990)
10.1002/9780470141472.ch1 / Adv. Chem. Phys. by Benderskii (1994)
10.1016/j.molcata.2006.03.046 / J. Mol. Catal. A: Chem. by Moreau (2006)
10.1021/jp101418f / J. Phys. Chem. B by Assary (2010)

Dates

Type	When
Created	14 years, 6 months ago (Feb. 5, 2011, 4:23 a.m.)
Deposited	6 years, 2 months ago (June 8, 2019, 6:41 a.m.)
Indexed	2 weeks, 6 days ago (Aug. 2, 2025, 12:56 a.m.)
Issued	14 years, 4 months ago (April 1, 2011)
Published	14 years, 4 months ago (April 1, 2011)
Published Print	14 years, 4 months ago (April 1, 2011)

Funders 0

None

BibTeX

@article{Caratzoulas_2011, title={Converting fructose to 5-hydroxymethylfurfural: a quantum mechanics/molecular mechanics study of the mechanism and energetics}, volume={346}, ISSN={0008-6215}, url={http://dx.doi.org/10.1016/j.carres.2011.01.029}, DOI={10.1016/j.carres.2011.01.029}, number={5}, journal={Carbohydrate Research}, publisher={Elsevier BV}, author={Caratzoulas, Stavros and Vlachos, Dionisios G.}, year={2011}, month=apr, pages={664–672} }

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