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33847010606
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Formerly known as Rhodococcus butanica ATCC 21197.
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Formerly known as Rhodococcus butanica ATCC 21197.
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33847063873
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trans-1 compounds are 2.7-4.8 kcal/mol more stable than cis-1. In trans-1, an intramolecular hydrogen bond (amide N-H as a proton donor, cyclic N as a proton acceptor) accounts for their extra stabilization in relation to cis-1 compounds.
-
trans-1 compounds are 2.7-4.8 kcal/mol more stable than cis-1. In trans-1, an intramolecular hydrogen bond (amide N-H as a proton donor, cyclic N as a proton acceptor) accounts for their extra stabilization in relation to cis-1 compounds.
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0347595454
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33847034780
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Absorbance or optical density at 650 nm
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Absorbance or optical density at 650 nm.
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30
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0027159507
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33847060871
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In a complementary experiment, R. rhodochrous was grown in the presence of diethyl phosphoramidate (an amidase inhibitor11, suspended in the usual phosphate buffer with an A650 of only 0.30, and then exposed to (±)-l-benzylaziridine-2-carbonitrile (2a) during 34 min. From the crude product (a 56:44 mixture of 2a/1a; crude yield, 90, we were able to isolate the amide (1S,2R)-1a with 8% ee. Therefore, the nitrile hydratase has a poor 2R-selectivity, the same as the amidase's high 2R-selectivity. This observation accounts for the fact that the yields in (1R,2S)-1 obtained from (±)-2 were slightly lower than those obtained from (±)-1
-
650 of only 0.30, and then exposed to (±)-l-benzylaziridine-2-carbonitrile (2a) during 34 min. From the crude product (a 56:44 mixture of 2a/1a; crude yield, 90%), we were able to isolate the amide (1S,2R)-1a with 8% ee. Therefore, the nitrile hydratase has a poor 2R-selectivity, the same as the amidase's high 2R-selectivity. This observation accounts for the fact that the yields in (1R,2S)-1 obtained from (±)-2 were slightly lower than those obtained from (±)-1.
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32
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0343447952
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See ref 5c and also: Lambert, C.; Viehe, H. G. Tetrahedron Lett. 1985, 26, 4439-4442. In ref 5e, such acids have to be formed, but no comment is made about them.
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See ref 5c and also: Lambert, C.; Viehe, H. G. Tetrahedron Lett. 1985, 26, 4439-4442. In ref 5e, such acids have to be formed, but no comment is made about them.
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33
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12444272862
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33847046353
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1H NMR spectra with those of the corresponding aziridineamides 1.
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1H NMR spectra with those of the corresponding aziridineamides 1.
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