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Journal of the American Chemical Society

Volumn 137, Issue 24, 2015, Pages 7889-7897

Stereochemistry and Mechanism of Undecylprodigiosin Oxidative Carbocyclization to Streptorubin B by the Rieske Oxygenase RedG

(3) Withall, David M a Haynes, Stuart W a Challis, Gregory L a

a UNIVERSITY OF WARWICK (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ABSTRACTING; AROMATIC COMPOUNDS; ATOMS; BACTERIA; CARBON; CHEMICAL BONDS; ENZYMES; STEREOCHEMISTRY; STEREOSELECTIVITY;

CATALYTIC MECHANISMS; CATALYZED REACTIONS; DEUTERIUM INCORPORATIONS; HETEROCYCLIZATIONS; HYDROGEN ABSTRACTION; INVERSION OF CONFIGURATION; ISOPENICILLIN N SYNTHASE; STREPTOMYCES COELICOLOR A3(2);

CATALYSIS;

4 METHOXY 2,2 BIPYRROLE 5 CARBOXALDEHYDE; BACTERIAL PROTEIN; ENZYME; PYRROLE DERIVATIVE; REDG PROTEIN; STREPTORUBIN B; UNCLASSIFIED DRUG; UNDECYLPRODIGIOSIN; 2-UNDECYLPYRROLE; OXYGENASE; PRODIGIOSIN;

ARTICLE; BIOSYNTHESIS; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; OXIDATIVE CARBOCYCLIZATION; PROTEIN EXPRESSION; STEREOCHEMISTRY; STREPTOMYCES COELICOLOR; ANALOGS AND DERIVATIVES; CHEMISTRY; CYCLIZATION; ENZYMOLOGY; METABOLISM; OXIDATION REDUCTION REACTION; STEREOISOMERISM; STREPTOMYCES;

CYCLIZATION; OXIDATION-REDUCTION; OXYGENASES; PRODIGIOSIN; PYRROLES; STEREOISOMERISM; STREPTOMYCES;

EID: 84933055597 PISSN: 00027863 EISSN: 15205126 Source Type: Journal
DOI: 10.1021/jacs.5b03994 Document Type: Article

Times cited : (42)

References (30)

1
- 17744417463
- Fürstner, A. Angew. Chem., Int. Ed. 2003, 42, 3582-3603
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 3582-3603
- Fürstner, A.¹

2
- 79961238238
- Papireddy, K.; Smilkstein, M.; Kelly, J. X.; Shweta; Salem, S. M.; Alhamadsheh, M.; Haynes, S. W.; Challis, G. L.; Reynolds, K. A. J. Med. Chem. 2011, 54, 5296-5306
- (2011) J. Med. Chem. , vol.54 , pp. 5296-5306
- Papireddy, K.¹ Smilkstein, M.² Kelly, J.X.³ Shweta⁴ Salem, S.M.⁵ Alhamadsheh, M.⁶ Haynes, S.W.⁷ Challis, G.L.⁸ Reynolds, K.A.⁹

3
- 0021913058
- Tsao, S.-W.; Rudd, B. A. M.; He, X.-G.; Chang, C.-J.; Floss, H. G. J. Antibiot. 1985, 38, 128-131
- (1985) J. Antibiot. , vol.38 , pp. 128-131
- Tsao, S.-W.¹ Rudd, B.A.M.² He, X.-G.³ Chang, C.-J.⁴ Floss, H.G.⁵

4
- 39149120828
- Mo, S.; Sydor, P. K.; Corre, C.; Alhamadsheh, M. M.; Stanley, A. E.; Haynes, S. W.; Song, L.; Reynolds, K. A.; Challis, G. L. Chem. Biol. 2008, 15, 137-148
- (2008) Chem. Biol. , vol.15 , pp. 137-148
- Mo, S.¹ Sydor, P.K.² Corre, C.³ Alhamadsheh, M.M.⁴ Stanley, A.E.⁵ Haynes, S.W.⁶ Song, L.⁷ Reynolds, K.A.⁸ Challis, G.L.⁹

5
- 79951534830
- Haynes, S. W.; Sydor, P. K.; Corre, C.; Song, L.; Challis, G. L. J. Am. Chem. Soc. 2011, 133, 1793-1798
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 1793-1798
- Haynes, S.W.¹ Sydor, P.K.² Corre, C.³ Song, L.⁴ Challis, G.L.⁵

6
- 79951521145
- Hu, D. X.; Clift, M. D.; Lazarski, K. E.; Thomson, R. J. J. Am. Chem. Soc. 2011, 133, 1798-1804
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 1798-1804
- Hu, D.X.¹ Clift, M.D.² Lazarski, K.E.³ Thomson, R.J.⁴

7
- 84895075252
- Challis, G. L. J. Ind. Microbiol. Biotechnol. 2014, 41, 219-232
- (2014) J. Ind. Microbiol. Biotechnol. , vol.41 , pp. 219-232
- Challis, G.L.¹

8
- 33749045718
- Stanley, A. E.; Walton, L. J.; Kourdi-Zerikly, M.; Corre, C.; Challis, G. L. Chem. Commun. 2006, 3981-3983
- (2006) Chem. Commun. , pp. 3981-3983
- Stanley, A.E.¹ Walton, L.J.² Kourdi-Zerikly, M.³ Corre, C.⁴ Challis, G.L.⁵

9
- 41849109815
- Haynes, S. W.; Sydor, P. K.; Stanley, A. E.; Song, L.; Challis, G. L. Chem. Commun. 2008, 1865-1867
- (2008) Chem. Commun. , pp. 1865-1867
- Haynes, S.W.¹ Sydor, P.K.² Stanley, A.E.³ Song, L.⁴ Challis, G.L.⁵

10
- 79955082670
- Sydor, P. K.; Barry, S. M.; Odulate, O. M.; Barona-Gomez, F.; Haynes, S. W.; Corre, C.; Song, L.; Challis, G. L. Nat. Chem. 2011, 3, 388-392
- (2011) Nat. Chem. , vol.3 , pp. 388-392
- Sydor, P.K.¹ Barry, S.M.² Odulate, O.M.³ Barona-Gomez, F.⁴ Haynes, S.W.⁵ Corre, C.⁶ Song, L.⁷ Challis, G.L.⁸

11
- 84867009904
- Sydor, P. K.; Challis, G. L. Methods Enzymol. 2012, 516, 195-218
- (2012) Methods Enzymol. , vol.516 , pp. 195-218
- Sydor, P.K.¹ Challis, G.L.²

12
- 84885368701
- Barry, S. M.; Challis, G. L. ACS Catal. 2013, 3, 2362-2370
- (2013) ACS Catal. , vol.3 , pp. 2362-2370
- Barry, S.M.¹ Challis, G.L.²

13
- 0000252132
- McDougal, P. G.; Rico, J. G.; Oh, Y.-I.; Condon, B. D. J. Org. Chem. 1986, 51, 3388-3390
- (1986) J. Org. Chem. , vol.51 , pp. 3388-3390
- McDougal, P.G.¹ Rico, J.G.² Oh, Y.-I.³ Condon, B.D.⁴

14
- 0042650033
- Travis, B. R.; Sivakumar, M.; Hollist, G. O.; Borhan, B. Org. Lett. 2003, 5, 1031-1034
- (2003) Org. Lett. , vol.5 , pp. 1031-1034
- Travis, B.R.¹ Sivakumar, M.² Hollist, G.O.³ Borhan, B.⁴

15
- 0000234498
- More, J. D.; Finney, N. S. Org. Lett. 2002, 4, 3001-3003
- (2002) Org. Lett. , vol.4 , pp. 3001-3003
- More, J.D.¹ Finney, N.S.²

16
- 32744459401
- Omura, K.; Swern, D. Tetrahdedron 1978, 34, 1651-1660
- (1978) Tetrahdedron , vol.34 , pp. 1651-1660
- Omura, K.¹ Swern, D.²

17
- 33748664603
- Bal, B. S.; Childers, W. E.; Pinnick, H. W. Tetrahedron 1981, 37, 2091-2096
- (1981) Tetrahedron , vol.37 , pp. 2091-2096
- Bal, B.S.¹ Childers, W.E.² Pinnick, H.W.³

18
- 53249107720
- Ichimaru, N.; Murai, M.; Kakutani, N.; Kako, J.; Ishihara, A.; Nakagawa, Y.; Nishioka, T.; Yagi, T.; Miyoshi, H. Biochemistry 2008, 47, 10816-10826
- (2008) Biochemistry , vol.47 , pp. 10816-10826
- Ichimaru, N.¹ Murai, M.² Kakutani, N.³ Kako, J.⁴ Ishihara, A.⁵ Nakagawa, Y.⁶ Nishioka, T.⁷ Yagi, T.⁸ Miyoshi, H.⁹

19
- 33847087012
- Freeman, P. K.; Hutchinson, L. L. J. Org. Chem. 1980, 45, 1924-1930
- (1980) J. Org. Chem. , vol.45 , pp. 1924-1930
- Freeman, P.K.¹ Hutchinson, L.L.²

20
- 33845470788
- Lipshutz, B. H.; Wilhelm, R. S.; Kozlowski, J. A.; Parker, D. J. Org. Chem. 1984, 49, 3928-3938
- (1984) J. Org. Chem. , vol.49 , pp. 3928-3938
- Lipshutz, B.H.¹ Wilhelm, R.S.² Kozlowski, J.A.³ Parker, D.⁴

21
- 33947085552
- Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512-519
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 512-519
- Dale, J.A.¹ Mosher, H.S.²

22
- 0001182908
- Ashby, E. C.; DePriest, R. N.; Goel, A. B.; Wenderoth, B.; Pham, T. N. J. Org. Chem. 1984, 49, 3545-3556
- (1984) J. Org. Chem. , vol.49 , pp. 3545-3556
- Ashby, E.C.¹ DePriest, R.N.² Goel, A.B.³ Wenderoth, B.⁴ Pham, T.N.⁵

23
- 84882784956
- Jiang, W. Z.; Wilson, M. A.; Weeks, D. P. ACS Chem. Biol. 2013, 8, 1687-1691
- (2013) ACS Chem. Biol. , vol.8 , pp. 1687-1691
- Jiang, W.Z.¹ Wilson, M.A.² Weeks, D.P.³

24
- 0019510082
- Baldwin, J. E.; Wan, T. S. Tetrahedron 1981, 37, 1589-1595
- (1981) Tetrahedron , vol.37 , pp. 1589-1595
- Baldwin, J.E.¹ Wan, T.S.²

25
- 0025350971
- Basak, A.; Salowe, S. P.; Townsend, C. A. J. Am. Chem. Soc. 1990, 112, 1654-1656
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 1654-1656
- Basak, A.¹ Salowe, S.P.² Townsend, C.A.³

26
- 0030947388
- Roach, P. L.; Clifton, I. J.; Hensgens, C. M. H.; Shibata, N.; Schofield, C. J.; Hajdu, J.; Baldwin, J. E. Nature 1997, 137, 827-830
- (1997) Nature , vol.137 , pp. 827-830
- Roach, P.L.¹ Clifton, I.J.² Hensgens, C.M.H.³ Shibata, N.⁴ Schofield, C.J.⁵ Hajdu, J.⁶ Baldwin, J.E.⁷

27
- 0033981009
- Zhang, Z.; Ren, J.; Stammers, D. K.; Baldwin, J. E.; Harlos, K.; Schofield, C. J. Nat. Struct. Biol. 2000, 7, 127-133
- (2000) J. Nat. Struct. Biol. , vol.7 , pp. 127-133
- Zhang, Z.¹ Ren, J.² Stammers, D.K.³ Baldwin, J.E.⁴ Harlos, K.⁵ Schofield, C.⁶

28
- 84897069952
- Salem, S. M.; Kancharla, P.; Florova, G.; Gupta, S.; Lu, W.; Reynolds, K. A. J. Am. Chem. Soc. 2014, 136, 4656-4574
- (2014) J. Am. Chem. Soc. , vol.136 , pp. 4656-4574
- Salem, S.M.¹ Kancharla, P.² Florova, G.³ Gupta, S.⁴ Lu, W.⁵ Reynolds, K.A.⁶

29
- 84916623205
- Kancharla, P.; Lu, W.; Salem, S. M.; Kelly, J. G.; Reynolds, K. A. J. Org. Chem. 2014, 79, 11674-11689
- (2014) J. Org. Chem. , vol.79 , pp. 11674-11689
- Kancharla, P.¹ Lu, W.² Salem, S.M.³ Kelly, J.G.⁴ Reynolds, K.A.⁵

30
- 67649998608
- Kawasaki, T.; Sakurai, F.; Nagatsuka, S.; Hayakawa, Y. J. Antibiot. 2009, 62, 271-276
- (2009) J. Antibiot. , vol.62 , pp. 271-276
- Kawasaki, T.¹ Sakurai, F.² Nagatsuka, S.³ Hayakawa, Y.⁴

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