- Substrate evaluation of rhodococcus erythropolis SET1, a nitrile hydrolysing bacterium, demonstrating dual activity strongly dependent on nitrile sub-structure
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Assessment of Rhodococcus erythropolis SET1, a novel nitrile hydrolysing bacterial isolate, has been undertaken with 34 nitriles, 33 chiral and 1 prochiral. These substrates consist primarily of β-hydroxy nitriles with varying alkyl and aryl groups at the β position and containing in several compounds different substituents α to the nitrile. In the case of β-hydroxy nitriles without substitution at the α position, acids were the major products obtained, along with recovered nitrile after biotransformation, as a result of suspected nitrilase activity of the isolate. Unexpectedly, amides were found to be the major hydrolysis product when the β-hydroxy nitriles possessed a vinyl group at this position. To probe this behaviour further, additional related substrates were evaluated containing electron-withdrawing groups at the α position, and amide was also observed upon biotransformation in the presence of SET1. Therefore this novel isolate has also demonstrated NHase activity with nitriles that appears to be substrate-dependent.
- Coady, Tracey M.,Coffey, Lee V.,O'Reilly, Catherine,Lennon, Claire M.
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supporting information
p. 1108 - 1116
(2015/02/19)
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- A concise synthesis of (-)-(3 S,6 R)-3,6-Dihydroxy-10-methylundecanoic acid using a cross-metathesis approach
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A new synthesis of (-)-(3S,6R)-3,6-dihydroxy-10-methylundecanoic acid, a -hydroxy carboxylic acid, has been accomplished using a cross-metathesis reaction between two terminal olefin intermediates as the key step. Georg Thieme Verlag Stuttgart New York.
- Sabitha, Gowravaram,Reddy, S. Siva Sankara,Bhaskar, Vangala,Yadav, Jhillu S.
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experimental part
p. 1217 - 1222
(2010/06/14)
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- De-novo Synthesis of Enantiomerically Pure Deoxy- and Aminodeoxyfuranosides
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(R)-3-Hydroxy-4-pentenoic acid (2), readily available by an aldol addition of doubly deprotonated (R)-2-hydroxy-1,2,2-triphenylethyl acetate (1) to acrolein, functions as a key intermediate for the synthesis of enantiomerically pure deoxy- and aminodeoxyf
- Graef, Silke,Braun, Manfred
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p. 1091 - 1098
(2007/10/02)
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