Advanced Synthesis & Catalysis
10.1002/adsc.201801501
Isolation of (Z)-12-Aminooctadec-9-enoic
[
[
[
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Acid (3) after Biotransformation
2
018, 43, 106-112; b) F. Guo, P. Berglund, Green
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(
Z)-12-Aminooctadec-9-enoic acid was isolated from the
biotransformation medium by simple extraction with ethyl
acetate. The combined organic layer was washed with
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2 4
saline, dried over anhydrous Na SO , filtered, and
evaporated in vacuo. The crude compounds were
separated and purified by silica gel column
chromatography. The varying concentrations of ethyl
acetate/hexane were used to remove the fatty acid
impurities. The amine products were finally recovered
with 10-20% methanol in dichloromethane as the eluent.
The isolation/purification yield of the amine product (3)
was over 70%, based on the concentration of the amine
product after whole-cell biotransformation. The purified
7] M. Genz, O. Melse, S. Schmidt, C. Vickers, M. Dörr,
T. van den Bergh, H. J. Joosten, U. T. Bornscheuer,
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1
amine product (54 mg) was a liquid form; H NMR (300
[8] a) M. S. Weiß, I. V. Pavlidis, P. Spurr, S. P. Hanlon, B.
MHz, CD
3
OD) 5.69–5.60 (m, 1H), 5.41–5.32 (1H, m),
Wirz, H. Iding, U. T. Bornscheuer, Org. Biomol. Chem.
3
.17 (quin, J = 6.7 Hz, 1H), 2.42–2.31 (m, 2H), 2.19 (t, J
2
016, 14, 10249-10254; b) M. S. Weiß, I. V. Pavlidis,
=
7.5 Hz, 2H), 2.12-2.05 (m, 2H), 1.68–1.52 (m, 4H),
13
P. Spurr, S. P. Hanlon, B. Wirz, H. Iding, U. T. Born-
scheuer, ChemBioChem 2017, 18, 1022-1026; c) I. V.
Pavlidis, M. S. Weiß, M. Genz, P. Spurr, S. P. Hanlon,
B. Wirz, H. Iding, U. T. Bornscheuer, Nat. Chem. 2016,
1
.41–1.29 (m, 16H), 0.91 (t, J = 6.0 Hz, 3H); C NMR
OD) 181.2 (COOH), 135.8 (CH=CH),
23.8 (CH=CH), 71.5 (CNH ), 53.1, 37.6, 33.4, 32.7, 31.4,
0.26, 30.22, 30.21, 30.0, 28.2, 27.0, 26.2, 23.6, 14.4
).
(
75 MHz, CD
3
1
3
2
(
CH
3
8
, 1076-1082.
[
[
9] F. F. Chen, G. W. Zheng, L. Liu, H. Li, Q. Chen, F. L.
Acknowledgements
Li, C. X. Li, J. H. Xu, ACS Catal. 2018, 8, 2622−2628.
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This study was supported by the National Research Foundation
of Korea (NRF) grant funded by the Korea government (MEST)
(No. 2017008670) and the Marine Biomaterials Research Center
grant from the Marine Biotechnology Program funded by the
Ministry of Oceans and Fisheries, Republic of Korea (No.
D11013214H480000100).
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