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Volumn 73, Issue 6-7, 2008, Pages 786-794

The concerted nature of the enzymatic cyclization of rings A-D of squalene to hopene

Author keywords

Carbocation cyclizations; Hopene; Squalene; Steroid biosynthesis

Indexed keywords

EID: 55949108219 PISSN: 00100765 EISSN: None Source Type: Journal
DOI: 10.1135/cccc20080786 Document Type: Article

Times cited : (10)

References (19)

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7
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- The fourth one is that of cation-π interactions within the enzyme cavitiy, which is not discussed here. See
- The fourth one is that of cation-π interactions within the enzyme cavitiy, which is not discussed here. See: Morikubo N., Fukuda Y., Ohtake K., Shinya N., Kiga D., Sakamoto K., Asanuma M., Hirota H., Yokoyama S., Hoshino T.: J. Am. Chem. Soc. 2006, 128, 13184.
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- Calculations were performed with the DFT method using: Frisch M. J, Trucks G. W, Schlegel H. B, Scuseria G. E, Robb M. A, Cheeseman J. R, Zakrzewski V. G, Montgomery J. A, Jr, Stratmann R. E, Burant J. C, Dapprich S, Millam J. M, Daniels A. D, Kudin K. N, Strain M. C, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson G. A, Ayala P. Y, Cui Q, Morokuma K, Malick D. K, Rabuck A. D, Raghavachari K, Foresman J. B, Cioslowski J, Ortiz J. V, Stefanov B. B, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin R. L, Fox D. J, Keith T, Al-Laham M. A, Peng C. Y, Nanayakkara A, Gonzalez C, Challacombe M, Gill P. M. W, Johnson B, Chen W, Wong M. W, Andres J. L, Gonzalez C, Head-Gordon M, Replogle E. S, Pople J. A, Gaussian 98W. Gaussian, Inc, Pittsburgh (PA) 1998. Becke's three-parameter hybrid method (ref.5) with the Lee-Yang-Parr correlation funct
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- Calculation of the second derivative of the energy of 2 confirmed it to be a minimum on the potential surface
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18
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- In the recent report: Vrcek V, Int. J. Quantum Chem. 2007, 107, 1772, it has been shown that there are other possible rearrangement pathways for carbocation 20; however, these are unlikely to play a role in the cyclization of squalene because of conformational effects, which are so important in the enzyme catalyzed cyclization of squalene
- In the recent report: Vrcek V.: Int. J. Quantum Chem. 2007, 107, 1772, it has been shown that there are other possible rearrangement pathways for carbocation 20; however, these are unlikely to play a role in the cyclization of squalene because of conformational effects, which are so important in the enzyme catalyzed cyclization of squalene.

19
- 33749529751
- Morikubo N., Fukuda Y., Ohtake K., Shinya N., Kiga D., Sakamoto K., Asanuma M., Hirota H., Yokoyama S., Hoshino T.: J. Am. Chem. Soc. 2006, 128, 13184.
- (2006) J. Am. Chem. Soc , vol.128 , pp. 13184
- Morikubo, N.¹ Fukuda, Y.² Ohtake, K.³ Shinya, N.⁴ Kiga, D.⁵ Sakamoto, K.⁶ Asanuma, M.⁷ Hirota, H.⁸ Yokoyama, S.⁹ Hoshino, T.¹⁰

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.