SCOPUS 정보 검색 플랫폼

ChemBioChem

Volumn 12, Issue 15, 2011, Pages 2284-2288

Assessing oxazole bioisosteres as mutasynthons on the rhizoxin assembly line

(5) Kusebauch, Björn a Brendel, Nicole a Kirchner, Heike a Dahse, Hans Martin a Hertweck, Christian a,b

a HANS KNÖLL INSTITUTE (Germany)

b FRIEDRICH SCHILLER UNIVERSITY JENA (Germany)

Author keywords

Antitumor agents; Burkholderia rhizoxinica; Mutasynthesis; PKS NRPS; Polyketides

Indexed keywords

ACETIC ACID; ACETIC ACID DERIVATIVE; ACETYLCYSTEINE; ACRYLIC ACID; AMIDE; CYSTEINE; CYSTOTHIAZOLE A; CYSTOTHIAZOLE B; EPOTHILONE B; EPOTHILONE DERIVATIVE; HETEROCYCLIC COMPOUND; OXAZOLE; OXYGENASE; PEPTIDE SYNTHASE; POLYKETIDE SYNTHASE; RHIZOXIN; SERINE; SWINHOEIAMIDE A; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ACYLATION; AROMATIZATION; ARTICLE; BURKHOLDERIA; CATALYSIS; CYTOTOXICITY; GENE CLUSTER; GENE LOCUS; GENE SEQUENCE; GENE SYNTHESIS; IN VITRO STUDY; MOLECULAR CLONING; NONHUMAN; PRIORITY JOURNAL; PROTEIN DOMAIN;

AMINO ACID SEQUENCE; ANTIBIOTICS, ANTINEOPLASTIC; BURKHOLDERIA; GENES, FUNGAL; GENETIC LOCI; MACROLIDES; MOLECULAR SEQUENCE DATA; MUTATION; OXAZOLES; PEPTIDE SYNTHASES; POLYKETIDE SYNTHASES;

BURKHOLDERIA;

EID: 80053613793 PISSN: 14394227 EISSN: 14397633 Source Type: Journal
DOI: 10.1002/cbic.201100387 Document Type: Article

Times cited : (12)

References (44)

1
- 44449109082
- C. T. Walsh, E. M. Nolan, Proc. Natl. Acad. Sci. USA 2008, 105, 5655-5656.
- (2008) Proc. Natl. Acad. Sci. USA , vol.105 , pp. 5655-5656
- Walsh, C.T.¹ Nolan, E.M.²

2
- 44449144438
- S. W. Lee, D. A. Mitchell, A. L. Markley, M. E. Hensler, D. Gonzalez, A. Wohlrab, P. C. Dorrestein, V. Nizet, J. E. Dixon, Proc. Natl. Acad. Sci. USA 2008, 105, 5879-5884.
- (2008) Proc. Natl. Acad. Sci. USA , vol.105 , pp. 5879-5884
- Lee, S.W.¹ Mitchell, D.A.² Markley, A.L.³ Hensler, M.E.⁴ Gonzalez, D.⁵ Wohlrab, A.⁶ Dorrestein, P.C.⁷ Nizet, V.⁸ Dixon, J.E.⁹

3
- 79957973597
- J. O. Melby, N. J. Nard, D. A. Mitchell, Curr. Opin. Chem. Biol. 2011, 15, 369-387.
- (2011) Curr. Opin. Chem. Biol. , vol.15 , pp. 369-387
- Melby, J.O.¹ Nard, N.J.² Mitchell, D.A.³

4
- 1642304143
- C. T. Walsh, Science 2004, 303, 1805-1810.
- (2004) Science , vol.303 , pp. 1805-1810
- Walsh, C.T.¹

5
- 80053578146
- Z. Jin, Nat. Prod. Rep. 2011, 28, 1118-1125.
- (2011) Nat. Prod. Rep. , vol.28 , pp. 1118-1125
- Jin, Z.¹

6
- 33748372098
- K. Scherlach, L. P. Partida-Martinez, H. M. Dahse, C. Hertweck, J. Am. Chem. Soc. 2006, 128, 11529-11536.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 11529-11536
- Scherlach, K.¹ Partida-Martinez, L.P.² Dahse, H.M.³ Hertweck, C.⁴

7
- 27144465524
- L. P. Partida-Martinez, C. Hertweck, Nature 2005, 437, 884-888.
- (2005) Nature , vol.437 , pp. 884-888
- Partida-Martinez, L.P.¹ Hertweck, C.²

8
- 70449732633
- G. Lackner, L. P. Partida-Martinez, C. Hertweck, Trends Microbiol. 2009, 17, 570-576.
- (2009) Trends Microbiol. , vol.17 , pp. 570-576
- Lackner, G.¹ Partida-Martinez, L.P.² Hertweck, C.³

9
- 0029776766
- G. Höfle, N. Bedorf, H. Steinmetz, D. Schomburg, K. Gerth, H. Reichenbach, Angew. Chem. 1996, 108, 1671-1673; Angew. Chem. Int. Ed. Engl. 1996, 35, 1567-1569.
- (1996) Angew. Chem. 1996, 108, 1671-1673; Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 1567-1569
- Höfle, G.¹ Bedorf, N.² Steinmetz, H.³ Schomburg, D.⁴ Gerth, K.⁵ Reichenbach, H.⁶

10
- 65349097586
- D. G. Kingston, J. Nat. Prod. 2009, 72, 507-515.
- (2009) J. Nat. Prod. , vol.72 , pp. 507-515
- Kingston, D.G.¹

11
- 0031923545
- M. Ojika, Y. Suzuki, A. Tsukamoto, Y. Sakagami, R. Fudou, T. Yoshimura, S. Yamanaka, J. Antibiot. 1998, 51, 275-281.
- (1998) J. Antibiot. , vol.51 , pp. 275-281
- Ojika, M.¹ Suzuki, Y.² Tsukamoto, A.³ Sakagami, Y.⁴ Fudou, R.⁵ Yoshimura, T.⁶ Yamanaka, S.⁷

12
- 0036688479
- R. A. Edrada, R. Ebel, A. Supriyono, V. Wray, P. Schupp, K. Steube, R. van Soest, P. Proksch, J. Nat. Prod. 2002, 65, 1168-1172.
- (2002) J. Nat. Prod. , vol.65 , pp. 1168-1172
- Edrada, R.A.¹ Ebel, R.² Supriyono, A.³ Wray, V.⁴ Schupp, P.⁵ Steube, K.⁶ van Soest, R.⁷ Proksch, P.⁸

13
- 0033118907
- R. S. Roy, A. M. Gehring, J. C. Milne, P. J. Belshaw, C. T. Walsh, Nat. Prod. Rep. 1999, 16, 249-263.
- (1999) Nat. Prod. Rep. , vol.16 , pp. 249-263
- Roy, R.S.¹ Gehring, A.M.² Milne, J.C.³ Belshaw, P.J.⁴ Walsh, C.T.⁵

14
- 0022611331
- S. Iwasaki, M. Namikoshi, H. Kobayashi, J. Furukawa, S. Okuda, A. Itai, A. Kasuya, Y. Iitaka, Z. Sato, J. Antibiot. 1986, 39, 424-429.
- (1986) J. Antibiot. , vol.39 , pp. 424-429
- Iwasaki, S.¹ Namikoshi, M.² Kobayashi, H.³ Furukawa, J.⁴ Okuda, S.⁵ Itai, A.⁶ Kasuya, A.⁷ Iitaka, Y.⁸ Sato, Z.⁹

15
- 0037621383
- Y. Suzuki, Y. Sakagami, M. Ojika, J. Antibiot. 2003, 56, 372-378.
- (2003) J. Antibiot. , vol.56 , pp. 372-378
- Suzuki, Y.¹ Sakagami, Y.² Ojika, M.³

16
- 0034518750
- K. Gerth, H. Steinmetz, G. Hofle, H. Reichenbach, J. Antibiot. 2000, 53, 1373-1377.
- (2000) J. Antibiot. , vol.53 , pp. 1373-1377
- Gerth, K.¹ Steinmetz, H.² Hofle, G.³ Reichenbach, H.⁴

17
- 0034141305
- I. Molnar, T. Schupp, M. Ono, R. Zirkle, M. Milnamow, B. Nowak-Thompson, N. Engel, C. Toupet, A. Stratmann, D. D. Cyr, J. Gorlach, J. M. Mayo, A. Hu, S. Goff, J. Schmid, J. M. Ligon, Chem. Biol. 2000, 7, 97-109.
- (2000) Chem. Biol. , vol.7 , pp. 97-109
- Molnar, I.¹ Schupp, T.² Ono, M.³ Zirkle, R.⁴ Milnamow, M.⁵ Nowak-Thompson, B.⁶ Engel, N.⁷ Toupet, C.⁸ Stratmann, A.⁹ Cyr, D.D.¹⁰ Gorlach, J.¹¹ Mayo, J.M.¹² Hu, A.¹³ Goff, S.¹⁴ Schmid, J.¹⁵ Ligon, J.M.¹⁶

18
- 0034723333
- L. Tang, S. Shah, L. Chung, J. Carney, L. Katz, C. Khosla, B. Julien, Science 2000, 287, 640-642.
- (2000) Science , vol.287 , pp. 640-642
- Tang, L.¹ Shah, S.² Chung, L.³ Carney, J.⁴ Katz, L.⁵ Khosla, C.⁶ Julien, B.⁷

19
- 33846294808
- L. P. Partida-Martinez, C. Hertweck, ChemBioChem 2007, 8, 41-45.
- (2007) ChemBioChem , vol.8 , pp. 41-45
- Partida-Martinez, L.P.¹ Hertweck, C.²

20
- 23944459122
- Z. Feng, J. Qi, T. Tsuge, Y. Oba, T. Kobayashi, Y. Suzuki, Y. Sakagami, M. Ojika, Biosci. Biotechnol. Biochem. 2005, 69, 1372-1380.
- (2005) Biosci. Biotechnol. Biochem. , vol.69 , pp. 1372-1380
- Feng, Z.¹ Qi, J.² Tsuge, T.³ Oba, Y.⁴ Kobayashi, T.⁵ Suzuki, Y.⁶ Sakagami, Y.⁷ Ojika, M.⁸

21
- 0034837369
- H. Chen, S. O'Connor, D. E. Cane, C. T. Walsh, Chem. Biol. 2001, 8, 899-912.
- (2001) Chem. Biol. , vol.8 , pp. 899-912
- Chen, H.¹ O'Connor, S.² Cane, D.E.³ Walsh, C.T.⁴

22
- 0042242569
- T. L. Schneider, B. Shen, C. T. Walsh, Biochemistry 2003, 42, 9722-9730.
- (2003) Biochemistry , vol.42 , pp. 9722-9730
- Schneider, T.L.¹ Shen, B.² Walsh, C.T.³

23
- 0037197692
- S. E. O'Connor, H. Chen, C. T. Walsh, Biochemistry 2002, 41, 5685-5694.
- (2002) Biochemistry , vol.41 , pp. 5685-5694
- O'Connor, S.E.¹ Chen, H.² Walsh, C.T.³

24
- 0037174407
- T. L. Schneider, C. T. Walsh, S. E. O'Connor, J. Am. Chem. Soc. 2002, 124, 11272-11273.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 11272-11273
- Schneider, T.L.¹ Walsh, C.T.² O'Connor, S.E.³

25
- 6044236054
- L. M. Hicks, S. E. O'Connor, M. T. Mazur, C. T. Walsh, N. L. Kelleher, Chem. Biol. 2004, 11, 327-335.
- (2004) Chem. Biol. , vol.11 , pp. 327-335
- Hicks, L.M.¹ O'Connor, S.E.² Mazur, M.T.³ Walsh, C.T.⁴ Kelleher, N.L.⁵

26
- 0034903353
- I. H. Hardt, H. Steinmetz, K. Gerth, F. Sasse, H. Reichenbach, G. Höfle, J. Nat. Prod. 2001, 64, 847-856.
- (2001) J. Nat. Prod. , vol.64 , pp. 847-856
- Hardt, I.H.¹ Steinmetz, H.² Gerth, K.³ Sasse, F.⁴ Reichenbach, H.⁵ Höfle, G.⁶

27
- 77955027108
- See the following publications and references cited therein
- See the following publications and references cited therein: B. S. Moore, C. Hertweck, Nat. Prod. Rep. 2002, 19, 70-99; S. Weist, R. D. Süssmuth, Appl. Microbiol. Biotechnol. 2005, 68, 141-150; A. Kirschning, F. Taft, T. Knobloch, Org. Biomol. Chem. 2007, 5, 3245-3259; J. Kennedy, Nat. Prod. Rep. 2008, 25, 25-34; M. Werneburg, B. Busch, J. He, M. E. Richter, L. Xiang, B. S. Moore, M. Roth, H. M. Dahse, C. Hertweck, J. Am. Chem. Soc. 2010, 132, 10407-10413.
- (2010) Nat. Prod. Rep. 2002, 19, 70-99; Appl. Microbiol. Biotechnol. 2005, 68, 141-150; Org. Biomol. Chem. 2007, 5, 3245-3259; Nat. Prod. Rep. 2008, 25, 25-34; J. Am. Chem. Soc. , vol.132 , pp. 10407-10413
- Moore, B.S.¹ Hertweck, C.² Weist, S.³ Süssmuth, R.D.⁴ Kirschning, A.⁵ Taft, F.⁶ Knobloch, T.⁷ Kennedy, J.⁸ Werneburg, M.⁹ Busch, B.¹⁰ He, J.¹¹ Richter, M.E.¹² Xiang, L.¹³ Moore, B.S.¹⁴ Roth, M.¹⁵ Dahse, H.M.¹⁶ Hertweck, C.¹⁷

28
- 79955500171
- G. Lackner, N. Möbius, L. P. Partida-Martinez, S. Boland, C. Hertweck, BMC Genomics 2011, 12, 210.
- (2011) BMC Genomics , vol.12 , pp. 210
- Lackner, G.¹ Möbius, N.² Partida-Martinez, L.P.³ Boland, S.⁴ Hertweck, C.⁵

29
- 78751517729
- G. Lackner, N. Möbius, L. Partida-Martinez, C. Hertweck, J. Bacteriol. 2011, 193, 783-784.
- (2011) J. Bacteriol. , vol.193 , pp. 783-784
- Lackner, G.¹ Möbius, N.² Partida-Martinez, L.³ Hertweck, C.⁴

30
- 0033179468
- T. Stachelhaus, H. D. Mootz, M. A. Marahiel, Chem. Biol. 1999, 6, 493-505.
- (1999) Chem. Biol. , vol.6 , pp. 493-505
- Stachelhaus, T.¹ Mootz, H.D.² Marahiel, M.A.³

31
- 0023122255
- S. Yue, J. S. Duncan, Y. Yamamoto, C. R. Hutchinson, J. Am. Chem. Soc. 1987, 109, 1253-1255.
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 1253-1255
- Yue, S.¹ Duncan, J.S.² Yamamoto, Y.³ Hutchinson, C.R.⁴

32
- 37049070929
- J. Staunton, A. C. Sutkowski, J. Chem. Soc. Chem. Commun. 1991, 1110-1112.
- (1991) J. Chem. Soc. Chem. Commun. , pp. 1110-1112
- Staunton, J.¹ Sutkowski, A.C.²

33
- 77957990113
- T. Geiger, J. Cox, M. Mann, Mol. Cell. Proteomics 2010, 9, 2252-2261.
- (2010) Mol. Cell. Proteomics , vol.9 , pp. 2252-2261
- Geiger, T.¹ Cox, J.² Mann, M.³

34
- 84872278117
- Mass Frontier 5.1, HighChem, Ltd., Slovak Republic.
- R. Mistrik, J. Lutisan, M. Suchy, P. Sarkoci, D. Svozil, S. Bekesova, A. Belicova, I. Fux, Mass Frontier 5.1, HighChem, Ltd., Slovak Republic.
- Mistrik, R.¹ Lutisan, J.² Suchy, M.³ Sarkoci, P.⁴ Svozil, D.⁵ Bekesova, S.⁶ Belicova, A.⁷ Fux, I.⁸

35
- 66149192291
- A. Koulman, G. Woffendin, V. K. Narayana, H. Welchman, C. Crone, D. A. Volmer, Rapid Commun. Mass Spectrom. 2009, 23, 1411-1418.
- (2009) Rapid Commun. Mass Spectrom. , vol.23 , pp. 1411-1418
- Koulman, A.¹ Woffendin, G.² Narayana, V.K.³ Welchman, H.⁴ Crone, C.⁵ Volmer, D.A.⁶

36
- 11844255399
- L. M. Lima, E. J. Barreiro, Curr. Med. Chem. 2005, 12, 23-49.
- (2005) Curr. Med. Chem. , vol.12 , pp. 23-49
- Lima, L.M.¹ Barreiro, E.J.²

37
- 0023876140
- V. J. Stella, K. Umprayn, W. N. Waugh, Int. J. Pharm. 1988, 43, 191-199.
- (1988) Int. J. Pharm. , vol.43 , pp. 191-199
- Stella, V.J.¹ Umprayn, K.² Waugh, W.N.³

38
- 70349909730
- B. Kusebauch, B. Busch, K. Scherlach, M. Roth, C. Hertweck, Angew. Chem. 2009, 121, 5101-5104; Angew. Chem. Int. Ed. 2009, 48, 5001-5004.
- (2009) Angew. Chem. 2009, 121, 5101-5104; Angew. Chem. Int. Ed. , vol.48 , pp. 5001-5004
- Kusebauch, B.¹ Busch, B.² Scherlach, K.³ Roth, M.⁴ Hertweck, C.⁵

39
- 76649111057
- B. Kusebauch, B. Busch, K. Scherlach, M. Roth, C. Hertweck, Angew. Chem. 2010, 122, 1502-1506; Angew. Chem. Int. Ed. 2010, 49, 1460-1464.
- (2010) Angew. Chem. 2010, 122, 1502-1506; Angew. Chem. Int. Ed. , vol.49 , pp. 1460-1464
- Kusebauch, B.¹ Busch, B.² Scherlach, K.³ Roth, M.⁴ Hertweck, C.⁵

40
- 84872269238
- The higher incorporation rates of thiazoles over oxazoles could also result from differences in cell permeability and protein binding.
- The higher incorporation rates of thiazoles over oxazoles could also result from differences in cell permeability and protein binding.

41
- 71849108357
- R. Abdou, K. Scherlach, H. M. Dahse, I. Sattler, C. Hertweck, Phytochemistry 2010, 71, 110-116.
- (2010) Phytochemistry , vol.71 , pp. 110-116
- Abdou, R.¹ Scherlach, K.² Dahse, H.M.³ Sattler, I.⁴ Hertweck, C.⁵

42
- 77249091169
- F. Krauth, H. M. Dahse, H. H. Ruttinger, P. Frohberg, Bioorg. Med. Chem. 2010, 18, 1816-1821.
- (2010) Bioorg. Med. Chem. , vol.18 , pp. 1816-1821
- Krauth, F.¹ Dahse, H.M.² Ruttinger, H.H.³ Frohberg, P.⁴

43
- 38949203821
- T. Nguyen, K. Ishida, H. Jenke-Kodama, E. Dittmann, C. Gurgui, T. Hochmuth, S. Taudien, M. Platzer, C. Hertweck, J. Piel, Nat. Biotechnol. 2008, 26, 225-233.
- (2008) Nat. Biotechnol. , vol.26 , pp. 225-233
- Nguyen, T.¹ Ishida, K.² Jenke-Kodama, H.³ Dittmann, E.⁴ Gurgui, C.⁵ Hochmuth, T.⁶ Taudien, S.⁷ Platzer, M.⁸ Hertweck, C.⁹ Piel, J.¹⁰

44
- 77954675603
- J. Piel, Nat. Prod. Rep. 2010, 27, 996-1047.
- (2010) Nat. Prod. Rep. , vol.27 , pp. 996-1047
- Piel, J.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.