Substrate screening of amino transaminase for the synthesis of a sitagliptin intermediate

Tetrahedron

Volumn 72, Issue 31, 2016, Pages 4660-4664

  Hou, Anwei ^a   Deng, Zixin ^a,b   Ma, Hongmin ^a   Liu, Tiangang ^a,b  

^a BEIJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS   (China)

^b Wuhan Institute of Biotechnology   (China)

Author keywords

Aminotransferase; Enzymatic reaction; Product inhibition; Sitagliptin

Indexed keywords

AMINO ACID; AMINOTRANSFERASE; ESTER; HYDROXYETHYL 3 OXO 4 (2,4,5 TRIFLUOROPHENYL)BUTANOATE; SITAGLIPTIN; TERT BUTYLOXYCARBONYL 3 AMINO 4 (2,4,5 TRIFLUOROPHENYL)BUTYRIC ACID; UNCLASSIFIED DRUG;

ARTICLE; BIOCATALYSIS; DRUG SYNTHESIS; ENZYME ACTIVITY; HYDROLYSIS; PRIORITY JOURNAL; SUBSTRATE CONCENTRATION;

EID: 84977609698     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2016.06.039     Document Type: Article

References (21)

1. 1 Herman, G.A., Stein, P.P., Thornberry, N.A., Wagner, J.A., Clin. Pharmacol. Ther. 81 (2007), 761–767.
2. 2 http://www.drugwatch.com/januvia/.
3. 3 Kim, D., Wang, L., Beconi, M., Eiermann, G.J., Fisher, M.H., He, H., Hickey, G.J., Kowalchick, J.E., Leiting, B., Lyons, K., Marsilio, F., McCann, M.E., Patel, R.A., Petrov, A., Scapin, G., Patel, S.B., Roy, R.S., Wu, J.K., Wyvratt, M.J., Zhang, B.B., Zhu, L., Thornberry, N.A., Weber, A.E., J. Med. Chem. 48 (2005), 141–151.
4. 4 Edmondson, S. D.; Fisher, M. H.; Kim, D.; MacCoss, M.; Parmee, E. R.; Weber, A. E.; Xu, J. W. O. Patent 03,004,498, 2003.
5. 5 Hansen, K.B., Balsells, J., Dreher, S., Hsiao, Y., Kubryk, M., Palucki, M., Rivera, N., Steinhuebel, D., Armstrong, J.D., Askin, D., Org. Process Res. Dev. 9 (2005), 634–639.
6. 6 Angelaud, R.; Armstrong, J.; Askin, D. W. O. Patent 2,004,087,650, 2004.
7. 7 Gore, V.; Gadkar, M.; Priyanka, B.; Suresh, S. W. O. Patent 2,010,131,025, 2010.
8. 8 Sun, P.; Chen, Y.; Yu, G. W. O. Patent 2,010,009,630, 2010.
9. 9 Kubryk, M., Hansen, K.B., Tetrahedron: Asymmetry 17 (2006), 205–209.
10. 10 Zeng, L.L., Ding, Y.J., Zhang, G.C., Song, H.R., Hu, W.H., Chin. Chem. Lett. 20 (2009), 1397–1399.
11. 11 Luo, Y.; Ding, S.; Qu, X. C. N. Patent 105,219,745, 2016.
12. 12 Luo, Y.; Ding, S.; Qu, X. C. N. Patent 105,018,440, 2015.
13. 13 Breuer, M., Ditrich, K., Habicher, T., Hauer, B., Kesseler, M., Sturmer, R., Zelinski, T., Angew. Chem., Int. Ed. Engl. 43 (2004), 788–824.
14. 14 Tufvesson, P., Lima-Ramos, J., Jensen, J.S., Al-Haque, N., Neto, W., Woodley, J.M., Biotechnol. Bioeng. 108 (2011), 1479–1493.
15. 15 Weiner, B., Szymanski, W., Janssen, D.B., Minnaard, A.J., Feringa, B.L., Chem. Soc. Rev. 39 (2010), 1656–1691.
16. 16 Savile, C.K., Janey, J.M., Mundorff, E.C., Moore, J.C., Tam, S., Jarvis, W.R., Colbeck, J.C., Krebber, A., Fleitz, F.J., Brands, J., Science 329 (2010), 305–309.
17. 17 Truppo, M.D., Strotman, H., Hughes, G., ChemCatChem. 4 (2012), 1071–1074.
18. 18 Richter, N., Simon, R.C., Kroutil, W., Ward, J.M., Hailes, H.C., Chem. Commun., 2014, 6098–6100.
19. 19 Guan, L.-J., Ohtsuka, J., Okai, M., Miyakawa, T., Mase, T., Zhi, Y., Hou, F., Ito, N., Iwasaki, A., Yasohara, Y., Tanokura, M., Sci. Rep., 5, 2015, 10753.
20. 20 Tasnadi, G., Forro, E., Fulop, F., Org. Biomol. Chem. 8 (2010), 793–799.
21. 21 Saeed, A., McMillin, J.B., Wolkowicz, P.E., Brouillette, W.J., J. Med. Chem. 37 (1994), 3247–3251.