-
1
-
-
0031012190
-
-
R. P. Bax, Clin. Infect. Dis. 24, S151 (1997); D. B. Jack, Mol. Med. Today 2, 499 (1996); J. Davies, Nature 383, 219 (1996); D. H. Williams and M. S. Westwell, Chemtech 26, 17 (1996).
-
(1997)
Clin. Infect. Dis.
, vol.24
-
-
Bax, R.P.1
-
2
-
-
0030341402
-
-
R. P. Bax, Clin. Infect. Dis. 24, S151 (1997); D. B. Jack, Mol. Med. Today 2, 499 (1996); J. Davies, Nature 383, 219 (1996); D. H. Williams and M. S. Westwell, Chemtech 26, 17 (1996).
-
(1996)
Mol. Med. Today
, vol.2
, pp. 499
-
-
Jack, D.B.1
-
3
-
-
0029795832
-
-
R. P. Bax, Clin. Infect. Dis. 24, S151 (1997); D. B. Jack, Mol. Med. Today 2, 499 (1996); J. Davies, Nature 383, 219 (1996); D. H. Williams and M. S. Westwell, Chemtech 26, 17 (1996).
-
(1996)
Nature
, vol.383
, pp. 219
-
-
Davies, J.1
-
4
-
-
0002521604
-
-
R. P. Bax, Clin. Infect. Dis. 24, S151 (1997); D. B. Jack, Mol. Med. Today 2, 499 (1996); J. Davies, Nature 383, 219 (1996); D. H. Williams and M. S. Westwell, Chemtech 26, 17 (1996).
-
(1996)
Chemtech
, vol.26
, pp. 17
-
-
Williams, D.H.1
Westwell, M.S.2
-
5
-
-
0025081416
-
-
J. Cortés, S. F. Haydock, G. A. Roberts, D. J. Bevitt, P. F. Leadlay, Nature 348, 176 (1990); S. Donadio, M. J. Staver, J. B. McAlpine, S. J. Swanson, L. Katz, Science 252, 675 (1991); D. J. Bevitt, J. Cortés, S. F. Haydock, P. F. Leadlay, Eur. J. Biochem. 204, 39 (1992).
-
(1990)
Nature
, vol.348
, pp. 176
-
-
Cortés, J.1
Haydock, S.F.2
Roberts, G.A.3
Bevitt, D.J.4
Leadlay, P.F.5
-
6
-
-
0026415106
-
-
J. Cortés, S. F. Haydock, G. A. Roberts, D. J. Bevitt, P. F. Leadlay, Nature 348, 176 (1990); S. Donadio, M. J. Staver, J. B. McAlpine, S. J. Swanson, L. Katz, Science 252, 675 (1991); D. J. Bevitt, J. Cortés, S. F. Haydock, P. F. Leadlay, Eur. J. Biochem. 204, 39 (1992).
-
(1991)
Science
, vol.252
, pp. 675
-
-
Donadio, S.1
Staver, M.J.2
McAlpine, J.B.3
Swanson, S.J.4
Katz, L.5
-
7
-
-
0026511543
-
-
J. Cortés, S. F. Haydock, G. A. Roberts, D. J. Bevitt, P. F. Leadlay, Nature 348, 176 (1990); S. Donadio, M. J. Staver, J. B. McAlpine, S. J. Swanson, L. Katz, Science 252, 675 (1991); D. J. Bevitt, J. Cortés, S. F. Haydock, P. F. Leadlay, Eur. J. Biochem. 204, 39 (1992).
-
(1992)
Eur. J. Biochem.
, vol.204
, pp. 39
-
-
Bevitt, D.J.1
Cortés, J.2
Haydock, S.F.3
Leadlay, P.F.4
-
8
-
-
0028044628
-
-
D. G. Swan, A. M. Rodriguez, C. Vilches, C. Mendez, J. A. Salas, Mol. Gen. Genet. 242, 358 (1994).
-
(1994)
Mol. Gen. Genet.
, vol.242
, pp. 358
-
-
Swan, D.G.1
Rodriguez, A.M.2
Vilches, C.3
Mendez, C.4
Salas, J.A.5
-
10
-
-
0029872079
-
-
T. Schwecke et al., Proc. Natl. Acad. Sci. U.S.A. 92, 7839 (1995); J. F. Aparicio et al., Gene 169, 9 (1996).
-
(1996)
Gene
, vol.169
, pp. 9
-
-
Aparicio, J.F.1
-
11
-
-
0026667294
-
-
D. J. MacNeil et al., Gene 115, 119 (1992); D. J. MacNeil, J. L. Occi, K. M. Gewain, T. MacNeil, Ann. N.Y. Acad. Sci. 721, 123 (1994).
-
(1992)
Gene
, vol.115
, pp. 119
-
-
MacNeil, D.J.1
-
12
-
-
0028246348
-
-
D. J. MacNeil et al., Gene 115, 119 (1992); D. J. MacNeil, J. L. Occi, K. M. Gewain, T. MacNeil, Ann. N.Y. Acad. Sci. 721, 123 (1994).
-
(1994)
Ann. N.Y. Acad. Sci.
, vol.721
, pp. 123
-
-
MacNeil, D.J.1
Occi, J.L.2
Gewain, K.M.3
MacNeil, T.4
-
15
-
-
0029087375
-
-
M. J. B. Brown, J. Cortés, A. L. Cutter, P. F. Leadlay, J. Staunton, J. Chem. Soc. Chem. Commun. 1995, 1517 (1995); C. M. Kao, L. Katz, C. Khosla, Science 265, 509 (1994).
-
(1995)
J. Chem. Soc. Chem. Commun.
, vol.1995
, pp. 1517
-
-
Brown, M.J.B.1
Cortés, J.2
Cutter, A.L.3
Leadlay, P.F.4
Staunton, J.5
-
16
-
-
0027932534
-
-
M. J. B. Brown, J. Cortés, A. L. Cutter, P. F. Leadlay, J. Staunton, J. Chem. Soc. Chem. Commun. 1995, 1517 (1995); C. M. Kao, L. Katz, C. Khosla, Science 265, 509 (1994).
-
(1994)
Science
, vol.265
, pp. 509
-
-
Kao, C.M.1
Katz, L.2
Khosla, C.3
-
18
-
-
0029027352
-
-
J. Cortés et al., Science 268, 1487 (1995).
-
(1995)
Science
, vol.268
, pp. 1487
-
-
Cortés, J.1
-
19
-
-
0028036881
-
-
D. F. Cully et al., Nature 371, 707 (1994).
-
(1994)
Nature
, vol.371
, pp. 707
-
-
Cully, D.F.1
-
21
-
-
0029360426
-
-
K. E. H. Wiesmann et al., Chem. Biol. 2, 583 (1995); R. Pieper, G. L. Luo, D. E. Cane, C. Khosla, J. Am. Chem. Soc. 117, 11373 (1995).
-
(1995)
Chem. Biol.
, vol.2
, pp. 583
-
-
Wiesmann, K.E.H.1
-
22
-
-
0028895939
-
-
K. E. H. Wiesmann et al., Chem. Biol. 2, 583 (1995); R. Pieper, G. L. Luo, D. E. Cane, C. Khosla, J. Am. Chem. Soc. 117, 11373 (1995).
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 11373
-
-
Pieper, R.1
Luo, G.L.2
Cane, D.E.3
Khosla, C.4
-
23
-
-
0030266007
-
-
M. Oliynyk, M. J. B. Brown, J. Cortés, J. Staunton, P. F. Leadlay, Chem. Biol. 3, 833 (1996).
-
(1996)
Chem. Biol.
, vol.3
, pp. 833
-
-
Oliynyk, M.1
Brown, M.J.B.2
Cortés, J.3
Staunton, J.4
Leadlay, P.F.5
-
24
-
-
0030445331
-
-
S. Kuhstoss, M. Huber, J. R. Turner, J. W. Paschal, R. N. Rao, Gene 183, 231 (1996).
-
(1996)
Gene
, vol.183
, pp. 231
-
-
Kuhstoss, S.1
Huber, M.2
Turner, J.R.3
Paschal, J.W.4
Rao, R.N.5
-
25
-
-
0030875774
-
-
J. R. Jacobsen, C. R. Hutchinson, D. E. Cane, C. Khosla, Science 277, 367 (1997).
-
(1997)
Science
, vol.277
, pp. 367
-
-
Jacobsen, J.R.1
Hutchinson, C.R.2
Cane, D.E.3
Khosla, C.4
-
26
-
-
0030911594
-
-
K. K. Wallace, S. Lobo, L. Han, H. A. I. McArthur, K. A. Reynolds, J. Bacteriol. 179, 3884 (1997).
-
(1997)
J. Bacteriol.
, vol.179
, pp. 3884
-
-
Wallace, K.K.1
Lobo, S.2
Han, L.3
McArthur, H.A.I.4
Reynolds, K.A.5
-
27
-
-
6844246450
-
-
note
-
Single-letter abbreviations for the amino acid residues are as follows: A, Ala; C, Cys; D, Asp; E, Glu; F, Phe; G, Gly; H, His; I, Ile; K, Lys; L, Leu; M, Met; N, Asn; P, Pro; Q, Gln; R, Arg; S, Ser; T, Thr; V, Val; W, Trp; and Y, Tyr.
-
-
-
-
28
-
-
0026697224
-
-
P. Caffrey, D. J. Bevitt, J. Staunton, P. F. Leadlay, FEBS Lett. 304, 225 (1992).
-
(1992)
FEBS Lett.
, vol.304
, pp. 225
-
-
Caffrey, P.1
Bevitt, D.J.2
Staunton, J.3
Leadlay, P.F.4
-
29
-
-
6844261892
-
-
note
-
18 column (12.5 mm by 250 mm)]. After the initial chromatography, erythromycin mixtures were analyzed by both liquid chromatography MSMS and high-resolution ESMS, and data were obtained for compounds 5 through 13, which verified the mass of each parent ion as that of the proton adduct (27). This high-resolution analysis was extended to the proton adducts generated by ESMSMS of daughter ions formed by the loss of water and to the neutral sugars of 5 through 13 (27). In addition, 2D NMR data were obtained for the fully purified compound 12 (28). The combined yield of 5 through 13 obtained from these fermentations was typically 2 mg/liter. Purified samples of 8 and 9 were assayed against erythromycin A (1) in a B. subtilis bioassay (29); these new antibiotics were found to be of comparable potency to 1.
-
-
-
-
30
-
-
0027908014
-
-
R. McDaniel, S. Ebert-Khosla, D. A. Hopwood, C. Khosla, Science 262, 1546 (1993).
-
(1993)
Science
, vol.262
, pp. 1546
-
-
McDaniel, R.1
Ebert-Khosla, S.2
Hopwood, D.A.3
Khosla, C.4
-
32
-
-
6844228529
-
-
The isolated compounds 1 and 2 gave identical physical and spectroscopic data to that published elsewhere (7, 9). The spectra of the newly identified triketide lactones 3 and 4 were assigned using 2D COSY and were identical to that of synthetic samples (23). Supplementary material is available at
-
The isolated compounds 1 and 2 gave identical physical and spectroscopic data to that published elsewhere (7, 9). The spectra of the newly identified triketide lactones 3 and 4 were assigned using 2D COSY and were identical to that of synthetic samples (23). Supplementary material is available at www.sciencemag.org/feature/data/974306.shl#22
-
-
-
-
33
-
-
6844228530
-
-
in preparation
-
A. L. Cutter, U. Hanefeld, B. Wilkinson, P. F. Leadlay, J. Staunton, in preparation.
-
-
-
Cutter, A.L.1
Hanefeld, U.2
Wilkinson, B.3
Leadlay, P.F.4
Staunton, J.5
-
35
-
-
0028928086
-
-
R. H. Lambalot, D. E. Cane, J. J. Aparicio, L. Katz, Biochemistry 34, 1858 (1995).
-
(1995)
Biochemistry
, vol.34
, pp. 1858
-
-
Lambalot, R.H.1
Cane, D.E.2
Aparicio, J.J.3
Katz, L.4
-
37
-
-
6844264259
-
-
2O) and loss of the neutral sugar [-158 (cladinose) for erythromycin A and B analogs; -144 (mycarose) for erythromycin D analogs]. Supplementary material is available at
-
2O) and loss of the neutral sugar [-158 (cladinose) for erythromycin A and B analogs; -144 (mycarose) for erythromycin D analogs]. Supplementary material is available at www.sciencemag.org/feature/data/ 974306.shl#27
-
-
-
-
38
-
-
6844226393
-
-
The spectrum of 12 was assigned using 2D COSY. Supplementary material is available at
-
The spectrum of 12 was assigned using 2D COSY. Supplementary material is available at www. sciencemag.org/feature/data/974306.shl#28
-
-
-
-
39
-
-
0024387226
-
-
N. Dhillon, R. S. Hale, J. Cortés, P. F. Leadlay, Mol. Microbiol. 3, 1405 (1989).
-
(1989)
Mol. Microbiol.
, vol.3
, pp. 1405
-
-
Dhillon, N.1
Hale, R.S.2
Cortés, J.3
Leadlay, P.F.4
-
42
-
-
0027845217
-
-
N. L. Paiva, M. F. Roberts, A. L. Demain, J. Ind. Microbiol. 12, 423 (1993); P. A. S. Lowden, G. A. Böhm, J. Staunton, P. F. Leadlay, Angew. Chem. Int. Ed. Engl. 35, 2249 (1996); C. G. Kim et al., J. Am. Chem. Soc. 118, 7486 (1996).
-
(1993)
J. Ind. Microbiol.
, vol.12
, pp. 423
-
-
Paiva, N.L.1
Roberts, M.F.2
Demain, A.L.3
-
43
-
-
0030460449
-
-
N. L. Paiva, M. F. Roberts, A. L. Demain, J. Ind. Microbiol. 12, 423 (1993); P. A. S. Lowden, G. A. Böhm, J. Staunton, P. F. Leadlay, Angew. Chem. Int. Ed. Engl. 35, 2249 (1996); C. G. Kim et al., J. Am. Chem. Soc. 118, 7486 (1996).
-
(1996)
Angew. Chem. Int. Ed. Engl.
, vol.35
, pp. 2249
-
-
Lowden, P.A.S.1
Böhm, G.A.2
Staunton, J.3
Leadlay, P.F.4
-
44
-
-
9444271749
-
-
N. L. Paiva, M. F. Roberts, A. L. Demain, J. Ind. Microbiol. 12, 423 (1993); P. A. S. Lowden, G. A. Böhm, J. Staunton, P. F. Leadlay, Angew. Chem. Int. Ed. Engl. 35, 2249 (1996); C. G. Kim et al., J. Am. Chem. Soc. 118, 7486 (1996).
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 7486
-
-
Kim, C.G.1
-
45
-
-
0029064652
-
-
R. McDaniel, S. Ebert-Khosla, D. A. Hopwood, C. Khosla, Nature 375, 549 (1995).
-
(1995)
Nature
, vol.375
, pp. 549
-
-
McDaniel, R.1
Ebert-Khosla, S.2
Hopwood, D.A.3
Khosla, C.4
-
48
-
-
6844220640
-
-
note
-
Supported by a project grant from the U.K. Biotechnology and Biological Sciences Research Council. Biotechnology Directorate. We thank P. Skelton and J. B. Lester for assistance with, respectively, mass spectrometry and DNA sequencing; A. L. Cutter for authentic samples of triketide lactones; H. A. I. McArthur and J. Dirlam for helpful discussions; and D. Hopwood and C. Khosla for the kind provision of S. coelicolor CH999 and plasmid pRM5. We also wish to thank Pfizer Central Research for assistance in the scale-up and isolation of some of the novel compounds, and I. Parsons and D. M. Rescek for NMR data.
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