SCOPUS 정보 검색 플랫폼

Volumn 66, Issue 37, 2010, Pages 7423-7428

A steroid-based receptor for unprotected amino acids: The enantioselective recognition of l-tryptophan

(5) Sirikulkajorn, Anchalee a,b Tuntulani, Thawatchai a Ruangpornvisuti, Vithaya a Tomapatanaget, Boosayarat a Davis, Anthony P b

a CHULALONGKORN UNIVERSITY (Thailand)

b UNIVERSITY OF BRISTOL (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALANINE; AMINO ACID; LEUCINE; PHENYLALANINE; STEROID RECEPTOR; TRYPTOPHAN; UREA;

ARTICLE; BINDING SITE; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; CHIRALITY; COMPUTER SIMULATION; DIASTEREOISOMER; ENANTIOSELECTIVITY; HYDROGEN BOND; NUCLEAR OVERHAUSER EFFECT; PRIORITY JOURNAL; PROTEIN BINDING; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

EID: 77955853817 PISSN: 00404020 EISSN: None Source Type: Journal
DOI: 10.1016/j.tet.2010.06.069 Document Type: Article

Times cited : (15)

References (62)

1
- 33748798455
- J.-M. Lehn, and C. Sirlin J. Chem. Soc., Chem. Commun. 1978 949 951
- (1978) J. Chem. Soc., Chem. Commun. , pp. 949-951
- Lehn, J.-M.¹ Sirlin, C.²

2
- 0001297335
- S.C. Peacock, L.A. Domeier, F.C.A. Geata, R.C. Helgeson, J.M. Timko, and D.J. Cram J. Am. Chem. Soc. 100 1978 8190 8202
- (1978) J. Am. Chem. Soc. , vol.100 , pp. 8190-8202
- Peacock, S.C.¹ Domeier, L.A.² Geata, F.C.A.³ Helgeson, R.C.⁴ Timko, J.M.⁵ Cram, D.J.⁶

3
- 0343456237
- G.D.Y. Sogah, and D.J. Cram J. Am. Chem. Soc. 101 1979 3035 3042
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 3035-3042
- Sogah, G.D.Y.¹ Cram, D.J.²

4
- 33845560397
- M. Newcomb, J.L. Toner, R.C. Helgeson, and D.J. Cram J. Am. Chem. Soc. 101 1979 4941 4947
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 4941-4947
- Newcomb, M.¹ Toner, J.L.² Helgeson, R.C.³ Cram, D.J.⁴

5
- 33847085981
- S.S. Peacock, D.M. Walba, F.C.A. Gaeta, R.C. Helgeson, and D.J. Cram J. Am. Chem. Soc. 102 1980 2043 2052
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 2043-2052
- Peacock, S.S.¹ Walba, D.M.² Gaeta, F.C.A.³ Helgeson, R.C.⁴ Cram, D.J.⁵

6
- 33845469787
- R.B. Davidson, J.S. Bradshaw, B.A. Jones, N.K. Dalley, J.J. Christensen, R.M. Izatt, F.G. Morin, and D.M. Grant J. Org. Chem. 49 1984 353 357
- (1984) J. Org. Chem. , vol.49 , pp. 353-357
- Davidson, R.B.¹ Bradshaw, J.S.² Jones, B.A.³ Dalley, N.K.⁴ Christensen, J.J.⁵ Izatt, R.M.⁶ Morin, F.G.⁷ Grant, D.M.⁸

7
- 37049109409
- K. Naemura, R. Fukunaga, and M. Yamanaka J. Chem. Soc., Chem. Commun. 1985 1560 1561
- (1985) J. Chem. Soc., Chem. Commun. , pp. 1560-1561
- Naemura, K.¹ Fukunaga, R.² Yamanaka, M.³

8
- 37049077431
- Y. Murakami, T. Ohno, O. Hayashida, and Y. Hisaeda J. Chem. Soc., Chem. Commun. 1991 950 952
- (1991) J. Chem. Soc., Chem. Commun. , pp. 950-952
- Murakami, Y.¹ Ohno, T.² Hayashida, O.³ Hisaeda, Y.⁴

9
- 0015915287
- J.-P. Behr, and J.-M. Lehn J. Am. Chem. Soc. 95 1973 6108 6110
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 6108-6110
- Behr, J.-P.¹ Lehn, J.-M.²

10
- 0004562474
- H. Tsukube Tetrahedron Lett. 22 1981 3981 3984
- (1981) Tetrahedron Lett. , vol.22 , pp. 3981-3984
- Tsukube, H.¹

11
- 33845184307
- A. Echavarren, A. Galan, J.-M. Lehn, and J. de Mendoza J. Am. Chem. Soc. 111 1989 4994 4995
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 4994-4995
- Echavarren, A.¹ Galan, A.² Lehn, J.-M.³ De Mendoza, J.⁴

12
- 0028140853
- K. Konishi, K. Yahara, H. Toshishige, T. Aida, and S. Inoue J. Am. Chem. Soc. 116 1994 1337 1344
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 1337-1344
- Konishi, K.¹ Yahara, K.² Toshishige, H.³ Aida, T.⁴ Inoue, S.⁵

13
- 0001338935
- J. Sunamoto, K. Iwamoto, Y. Mohri, and T. Kominato J. Am. Chem. Soc. 104 1982 5502 5504
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 5502-5504
- Sunamoto, J.¹ Iwamoto, K.² Mohri, Y.³ Kominato, T.⁴

14
- 0001054801
- J. Rebek Jr., B, Askew, D. Nemeth, and K. Parris J. Am. Chem. Soc. 109 1987 2432 2434
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 2432-2434
- Rebek Jr., J.¹ Askew, B.² Nemeth, D.³ Parris, K.⁴

15
- 79952317638
- A. Galan, D. Andreu, S.M. Echsbsttrm, P. Prados, and J. de Mendoza J. Am. Chem. Soc. 114 1992 1511 1512
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 1511-1512
- Galan, A.¹ Andreu, D.² Echsbsttrm, S.M.³ Prados, P.⁴ De Mendoza, J.⁵

16
- 0029583317
- Y. Kuroda, Y. Kato, T. Higashioji, J.-Y. Hasegawa, S. Kawanami, M. Takahashi, N. Shiraishi, K. Tanabe, and H. Ogoshi J. Am. Chem. Soc. 117 1995 10950 10958
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 10950-10958
- Kuroda, Y.¹ Kato, Y.² Higashioji, T.³ Hasegawa, J.-Y.⁴ Kawanami, S.⁵ Takahashi, M.⁶ Shiraishi, N.⁷ Tanabe, K.⁸ Ogoshi, H.⁹

17
- 0001648635
- E. Pinkhassik, I. Stibor, A. Casnati, and R. Ungaro J. Org. Chem. 62 1997 8654 8659
- (1997) J. Org. Chem. , vol.62 , pp. 8654-8659
- Pinkhassik, E.¹ Stibor, I.² Casnati, A.³ Ungaro, R.⁴

18
- 2542499609
- Y.S. Zheng, and C. Zhang Org. Lett. 6 2004 1189 1192
- (2004) Org. Lett. , vol.6 , pp. 1189-1192
- Zheng, Y.S.¹ Zhang, C.²

19
- 33646853502
- S. Erdemir, M. Tabakci, and M. Yilmaz Tetrahedron: Asymmetry 17 2006 1258 1263
- (2006) Tetrahedron: Asymmetry , vol.17 , pp. 1258-1263
- Erdemir, S.¹ Tabakci, M.² Yilmaz, M.³

20
- 33747017753
- A. Karakucuk, M.S.A. Durmaz, M. Yilmaz, and A. Demirel Tetrahedron: Asymmetry 17 2006 1963 1968
- (2006) Tetrahedron: Asymmetry , vol.17 , pp. 1963-1968
- Karakucuk, A.¹ Durmaz, M.S.A.² Yilmaz, M.³ Demirel, A.⁴

21
- 34247580691
- A.V. Yakovenko, V.I. Boyko, V.I. Kalchenko, L. Baldini, A. Casnati, F. Sansone, and R. Ungaro J. Org. Chem. 72 2007 3223 3231
- (2007) J. Org. Chem. , vol.72 , pp. 3223-3231
- Yakovenko, A.V.¹ Boyko, V.I.² Kalchenko, V.I.³ Baldini, L.⁴ Casnati, A.⁵ Sansone, F.⁶ Ungaro, R.⁷

22
- 12044259565
- T.H. Webb, and C.S. Wilcox Chem. Soc. Rev. 22 1993 383 395
- (1993) Chem. Soc. Rev. , vol.22 , pp. 383-395
- Webb, T.H.¹ Wilcox, C.S.²

23
- 0000814518
- X.X. Zhang, J.S. Bradshaw, and R.M. Izatt Chem. Rev. 97 1997 3313 3362
- (1997) Chem. Rev. , vol.97 , pp. 3313-3362
- Zhang, X.X.¹ Bradshaw, J.S.² Izatt, R.M.³

24
- 0002678891
- H. Ogoshi, and T. Mizutani Acc. Chem. Res. 31 1998 81 89
- (1998) Acc. Chem. Res. , vol.31 , pp. 81-89
- Ogoshi, H.¹ Mizutani, T.²

25
- 0034681517
- C. Schmuck Chem. - Eur. J. 6 2000 709 718
- (2000) Chem. - Eur. J. , vol.6 , pp. 709-718
- Schmuck, C.¹

26
- 0033549736
- V. Andrisano, G. Gottarelli, S. Masiero, E.H. Heijine, S. Pieraccini, and G.P. Spada Angew. Chem., Int. Ed. 38 1999 2386 2388
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 2386-2388
- Andrisano, V.¹ Gottarelli, G.² Masiero, S.³ Heijine, E.H.⁴ Pieraccini, S.⁵ Spada, G.P.⁶

27
- 0033591959
- P.D. Henley, and J.D. Kilburn Chem. Commun. 1999 1335 1336
- (1999) Chem. Commun. , pp. 1335-1336
- Henley, P.D.¹ Kilburn, J.D.²

28
- 0039182150
- J. Chin, S.S. Lee, K.J. Lee, S. Park, and D.H. Kim Nature 401 1999 254 257
- (1999) Nature , vol.401 , pp. 254-257
- Chin, J.¹ Lee, S.S.² Lee, K.J.³ Park, S.⁴ Kim, D.H.⁵

29
- 0032582863
- J.A. Gavin, M.E. Garcia, A.J. Benesi, and T.E. Mallouk J. Org. Chem. 63 1998 7663 7669
- (1998) J. Org. Chem. , vol.63 , pp. 7663-7669
- Gavin, J.A.¹ Garcia, M.E.² Benesi, A.J.³ Mallouk, T.E.⁴

30
- 0001858454
- K. Lewandowski, P. Murer, F. Svec, and J.M.J. Frechet Chem. Commun. 1998 2237 2238
- (1998) Chem. Commun. , pp. 2237-2238
- Lewandowski, K.¹ Murer, P.² Svec, F.³ Frechet, J.M.J.⁴

31
- 0003028184
- M. Sawada, M. Shizuma, Y. Takai, H. Adachi, T. Takeda, and T. Uchiyama Chem. Commun. 1998 1453 1454
- (1998) Chem. Commun. , pp. 1453-1454
- Sawada, M.¹ Shizuma, M.² Takai, Y.³ Adachi, H.⁴ Takeda, T.⁵ Uchiyama, T.⁶

32
- 0000507166
- K.S. Jeong, A.V. Muehldorf, and J. Rebek J. Am. Chem. Soc. 112 1990 6144 6145
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 6144-6145
- Jeong, K.S.¹ Muehldorf, A.V.² Rebek, J.³

33
- 0000387210
- J.-I. Hong, S.K. Namgoong, A. Bernardi, and W.C. Still J. Am. Chem. Soc. 113 1991 5111 5112
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 5111-5112
- Hong, J.-I.¹ Namgoong, S.K.² Bernardi, A.³ Still, W.C.⁴

34
- 0012251834
- S.S. Yoon, and W.C. Still J. Am. Chem. Soc. 115 1993 823 824
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 823-824
- Yoon, S.S.¹ Still, W.C.²

35
- 0001687748
- W.H. Pirkle, P.G. Murray, D.J. Rausch, and S.T. McKenna J. Org. Chem. 61 1996 4769 4774
- (1996) J. Org. Chem. , vol.61 , pp. 4769-4774
- Pirkle, W.H.¹ Murray, P.G.² Rausch, D.J.³ McKenna, S.T.⁴

36
- 0030458204
- M. Martin, C. Raposo, M. Almaraz, M. Crego, C. Caballero, M. Grande, and J.R. Morán Angew. Chem., Int. Ed. Engl. 35 1996 2386 2388
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 2386-2388
- Martin, M.¹ Raposo, C.² Almaraz, M.³ Crego, M.⁴ Caballero, C.⁵ Grande, M.⁶ Morán, J.R.⁷

37
- 0035822762
- E. Botana, S. Ongeri, R. Arienzo, M. Demarcus, J.G. Frey, U. Piarulli, D. Potenza, C. Gennari, and J.D. Kilburn Chem. Commun. 2001 1358 1359
- (2001) Chem. Commun. , pp. 1358-1359
- Botana, E.¹ Ongeri, S.² Arienzo, R.³ Demarcus, M.⁴ Frey, J.G.⁵ Piarulli, U.⁶ Potenza, D.⁷ Gennari, C.⁸ Kilburn, J.D.⁹

38
- 0028100318
- R. Boyce, G. Li, H.P. Nestler, T. Suenaga, and W.C. Still J. Am. Chem. Soc. 116 1994 7955 7956
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 7955-7956
- Boyce, R.¹ Li, G.² Nestler, H.P.³ Suenaga, T.⁴ Still, W.C.⁵

39
- 0029925955
- Y. Cheng, T. Suenaga, and W.C. Still J. Am. Chem. Soc. 118 1996 1813 1814
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 1813-1814
- Cheng, Y.¹ Suenaga, T.² Still, W.C.³

40
- 0032514572
- S. Broderick, A.P. Davis, and R.P. Williams Tetrahedron Lett. 39 1998 6083 6086
- (1998) Tetrahedron Lett. , vol.39 , pp. 6083-6086
- Broderick, S.¹ Davis, A.P.² Williams, R.P.³

41
- 0001593086
- P. Wallimann, T. Marti, A. Furer, and R. Diederich Chem. Rev. 97 1997 1567 1608
- (1997) Chem. Rev. , vol.97 , pp. 1567-1608
- Wallimann, P.¹ Marti, T.² Furer, A.³ Diederich, R.⁴

42
- 0000097162
- Y.X. Li, and J.R. Dias Chem. Rev. 97 1997 283 304
- (1997) Chem. Rev. , vol.97 , pp. 283-304
- Li, Y.X.¹ Dias, J.R.²

43
- 0033531180
- A.P. Davis, and L.J. Lawless Chem. Commun. 1999 9 10
- (1999) Chem. Commun. , pp. 9-10
- Davis, A.P.¹ Lawless, L.J.²

44
- 0034742760
- L.J. Lawless, A.G. Blackburn, A.J. Ayling, M.N. Pérez- Payán, and A.P. Davis J. Chem. Soc., Perkin Trans. 1 2001 1329 1341
- (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 1329-1341
- Lawless, L.J.¹ Blackburn, A.G.² Ayling, A.J.³ Pérez-Payán, M.N.⁴ Davis, A.P.⁵

45
- 0037007877
- B. Baragaña, A.G. Blackburn, P. Breccia, A.P. Davis, J. de Mendoza, J.M. Padron-Carrillo, P. Prados, J. Riedner, and J.G. de Vries Chem. - Eur. J. 8 2002 2931 2936
- (2002) Chem. - Eur. J. , vol.8 , pp. 2931-2936
- Baragaña, B.¹ Blackburn, A.G.² Breccia, P.³ Davis, A.P.⁴ De Mendoza, J.⁵ Padron-Carrillo, J.M.⁶ Prados, P.⁷ Riedner, J.⁸ De Vries, J.G.⁹

46
- 0344542232
- L. Siracusa, F.M. Hurley, S. Dresen, L.J. Lawless, M.N. Pérez-Payán, and A.P. Davis Org. Lett. 4 2002 4639 4642
- (2002) Org. Lett. , vol.4 , pp. 4639-4642
- Siracusa, L.¹ Hurley, F.M.² Dresen, S.³ Lawless, L.J.⁴ Pérez-Payán, M.N.⁵ Davis, A.P.⁶

47
- 70449412590
- A. Sirikulkajorn, P. Duanglaor, V. Ruangpornvisuti, B. Tomapatanaget, and T. Tuntulani Supramol. Chem. 21 2009 486 494
- (2009) Supramol. Chem. , vol.21 , pp. 486-494
- Sirikulkajorn, A.¹ Duanglaor, P.² Ruangpornvisuti, V.³ Tomapatanaget, B.⁴ Tuntulani, T.⁵

48
- 1942489637
- C.R. Bondy, P.A. Gale, and S.J. Loeb J. Am. Chem. Soc. 126 2004 5030 5031
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 5030-5031
- Bondy, C.R.¹ Gale, P.A.² Loeb, S.J.³

49
- 6444234266
- D.A. Jose, D.K. Kumar, B. Ganguly, and A. Das Org. Lett. 6 2004 3445 3448
- (2004) Org. Lett. , vol.6 , pp. 3445-3448
- Jose, D.A.¹ Kumar, D.K.² Ganguly, B.³ Das, A.⁴

50
- 0000497807
- M.P. Hughes, M. Shang, and B.D. Smith J. Org. Chem. 61 1996 4510 4511
- (1996) J. Org. Chem. , vol.61 , pp. 4510-4511
- Hughes, M.P.¹ Shang, M.² Smith, B.D.³

51
- 36649014257
- K. Calderon-Kawasaki, S. Kularatne, Y.H. Li, B.C. Noll, W.R. Scheidt, and D.H. Burns J. Org. Chem. 72 2007 9081 9087
- (2007) J. Org. Chem. , vol.72 , pp. 9081-9087
- Calderon-Kawasaki, K.¹ Kularatne, S.² Li, Y.H.³ Noll, B.C.⁴ Scheidt, W.R.⁵ Burns, D.H.⁶

52
- 22144435917
- D. Esteban-Gomez, L. Fabbrizzi, and M. Licchelli J. Org. Chem. 70 2005 5717 5720
- (2005) J. Org. Chem. , vol.70 , pp. 5717-5720
- Esteban-Gomez, D.¹ Fabbrizzi, L.² Licchelli, M.³

53
- 0000743376
- M.P. Hughes, and B.D. Smith J. Org. Chem. 62 1997 4492 4499
- (1997) J. Org. Chem. , vol.62 , pp. 4492-4499
- Hughes, M.P.¹ Smith, B.D.²

54
- 33748250690
- V. Amendola, M. Boiocchi, B. Colasson, and L. Fabbrizzi Inorg. Chem. 45 2006 6138 6147
- (2006) Inorg. Chem. , vol.45 , pp. 6138-6147
- Amendola, V.¹ Boiocchi, M.² Colasson, B.³ Fabbrizzi, L.⁴

55
- 33644532827
- D.R. Turner, M.J. Paterson, and J.W. Steed J. Org. Chem. 71 2006 1598 1608
- (2006) J. Org. Chem. , vol.71 , pp. 1598-1608
- Turner, D.R.¹ Paterson, M.J.² Steed, J.W.³

56
- 84961982740
- F. Oton, A. Tarraga, A. Espinosa, M.D. Velasco, and P. Molina J. Org. Chem. 71 2006 4590 4598
- (2006) J. Org. Chem. , vol.71 , pp. 4590-4598
- Oton, F.¹ Tarraga, A.² Espinosa, A.³ Velasco, M.D.⁴ Molina, P.⁵

57
- 0038511052
- A.P. Davis, and J.-B. Joos Coord. Chem. Rev. 240 2003 143 156
- (2003) Coord. Chem. Rev. , vol.240 , pp. 143-156
- Davis, A.P.¹ Joos, J.-B.²

58
- 23044438586
- J.P. Clare, A.J. Ayling, J.B. Joos, A.L. Sisson, G. Magro, M.N. Pérez-Payán, T.N. Lambert, R. Shukla, B.D. Smith, and A.P. Davis J. Am. Chem. Soc. 127 2005 10739 10746
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 10739-10746
- Clare, J.P.¹ Ayling, A.J.² Joos, J.B.³ Sisson, A.L.⁴ Magro, G.⁵ Pérez-Payán, M.N.⁶ Lambert, T.N.⁷ Shukla, R.⁸ Smith, B.D.⁹ Davis, A.P.¹⁰

59
- 0038761742
- A.P. Davis, and M.N. Pérez-Payán Synlett 1999 991 993
- (1999) Synlett , pp. 991-993
- Davis, A.P.¹ Pérez-Payán, M.N.²

60
- 10244256427
- V. del Amo, L. Siracusa, T. Markidis, B. Baragaña, K.M. Bhattarai, M. Galobardes, G. Naredo, M.N. Pérez-Payán, and A.P. Davis Org. Biomol. Chem. 2 2004 3320 3328
- (2004) Org. Biomol. Chem. , vol.2 , pp. 3320-3328
- Del Amo, V.¹ Siracusa, L.² Markidis, T.³ Baragaña, B.⁴ Bhattarai, K.M.⁵ Galobardes, M.⁶ Naredo, G.⁷ Pérez-Payán, M.N.⁸ Davis, A.P.⁹

61
- 27544503096
- A.L. Sisson, V.d.A. Sanchez, G. Magro, A.M.E. Griffin, S. Shah, J.P.H. Charmant, and A.P. Davis Angew. Chem., Int. Ed. 44 2005 6878 6881
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 6878-6881
- Sisson, A.L.¹ Sanchez, D.V.A.² Magro, G.³ Griffin, A.M.E.⁴ Shah, S.⁵ Charmant, J.P.H.⁶ Davis, A.P.⁷

62
- 0343646976
- C.E. Masse, K. Vanderwiede, W.H. Kim, X.L. Jiang, J. Kumar, and S.K. Tripathy Chem. Mater. 7 1995 904 908
- (1995) Chem. Mater. , vol.7 , pp. 904-908
- Masse, C.E.¹ Vanderwiede, K.² Kim, W.H.³ Jiang, X.L.⁴ Kumar, J.⁵ Tripathy, S.K.⁶

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.