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8
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20444419774
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Nair, V.A.1
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33846183475
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note
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0016635708
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Yamaguchi, H.; Shirasaka, N.; Ikunaka, M. (Nagase & Co., Ltd.), Japan, Kokai Tokkyo Koho 2004-349, 377, 2004; Chem. Abstr. 2006, 145, 59218, also orally presented; Yamaguchi, H.; Shirasaka, N.; Sakoda, A.; Ikunaka, M. Development of a useful biocatalyst (epoxide hydrolase) to prepare optically active 1,2-diols. 2F2-42, the 85th annual meeting of Chemical Society of Japan, March 26-29, Yokohama, 2005. Experimental procedures were as follows: Stock cultures of microorganisms were explored from scratch for those capable of (S)-selective hydrolysis of (±)-7, which led to identification of a wild strain of B. subtilis (JCM 10629) as producing an EH of the required stereoselectivity. The gene encoding epoxide hydrolase (yfhM) was cloned from the genomic DNA of B. subtilis by the standard method. Both amylase promoter and terminator sequences were cloned from the genomic DNA of Bacillus amyloliquefaciens NBRC 15535. The amylase promoter, the epoxide hydrolase gene, and the amylase terminator were inserted into an expression vector pUB110 in this order. The competent cells of B. subtilis MT-2 (deficient in neutral protease) were transformed with the plasmid vector thus constructed and the clone (dubbed Tamy 2 strain) was then selected which exhibited the epoxide hydrolase activity. For the utilization of amylase promoter, see: Saito, N.; Yamamoto, K. J. Bacteriol. 1975, 121, 848-856.
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33846154811
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note
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R(min) = 20.1] was detected. Its NMR spectrum was identical with that of racemic sample.
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18
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0035135650
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Steinreiber A., Hellström H., Mayer S.F., Orru R.V.A., and Faber K. Synlett (2001) 111-113
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(2001)
Synlett
, pp. 111-113
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Steinreiber, A.1
Hellström, H.2
Mayer, S.F.3
Orru, R.V.A.4
Faber, K.5
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0035844349
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Avenoza A., Cativiela C., Peregrina J.M., Sucunza D., and Zurbano M.M. Tetrahedron: Asymmetry 12 (2001) 1383-1388
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(2001)
Tetrahedron: Asymmetry
, vol.12
, pp. 1383-1388
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Avenoza, A.1
Cativiela, C.2
Peregrina, J.M.3
Sucunza, D.4
Zurbano, M.M.5
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33846122151
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note
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2)]; HPLC: 100% ee. Caution: when the mixture is kept at a temperature lower than -30 °C for a prolonged period, crystals of (R)-4 would suffer from contamination with (S)-4.
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22
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0033515510
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2O (40 mL)
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3OD): δ 177.7, 139.3, 129.1, 128.6, 128.5, 77.1, 75.8, 74.4, 22.8. For the TEMPO-mediated oxidation, see:. Zhao M., Li J., Mano E., Song Z., Tschaen D.M., Grabowski E.J.J., and Reider P.J. J. Org. Chem. 64 (1999) 2564-2566
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(1999)
J. Org. Chem.
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Zhao, M.1
Li, J.2
Mano, E.3
Song, Z.4
Tschaen, D.M.5
Grabowski, E.J.J.6
Reider, P.J.7
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24
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33846166962
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note
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+): 420.1295; found: m/z 420.1290.
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26
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33846162143
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note
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+): 312.0019; found: m/z 312.0701.
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27
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33846141668
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note
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R(min) = 57.2] was detected.
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28
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33846127330
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Soros, B.; Tuba, Z.; Galik, G.; Bor, A.; Demeter, A.; Trischler, F.; Harvath, J.; Brlik, J. WO 2001000608, 2002; Chem. Abstr. 2002, 134, 86040.
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33846126449
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