SCOPUS 정보 검색 플랫폼

Journal of Organic Chemistry

Volumn 66, Issue 21, 2001, Pages 7044-7050

Influence of chirality of the preceding acyl moiety on the cis/trans ratio of the proline peptide bond

(5) Breznik, M a Grdadolnik, S G b Giester, G c Leban, I a Kikelj, D a

a UNIVERSITY OF LJUBLJANA (Slovenia)

b NATIONAL INSTITUTE OF CHEMISTRY (Slovenia)

c UNIVERSITY OF VIENNA (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

PROLINE PEPTIDE BOND;

CARBOXYLIC ACIDS; CRYSTALLINE MATERIALS; CRYSTALLOGRAPHY; ISOMERIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

CHEMICAL BONDS;

CARBOXYLIC ACID DERIVATIVE; PROLINE; PROPIONIC ACID DERIVATIVE;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; CHIRALITY; CRYSTALLOGRAPHY; ISOMERISM; PROTEIN CONFORMATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

CRYSTALLOGRAPHY, X-RAY; DIPEPTIDES; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PROLINE; STEREOISOMERISM;

EID: 0035914012 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo0159439 Document Type: Article

Times cited : (30)

References (60)

1
- 0016711868
- (1975) Biochemistry , vol.14 , pp. 4953-4963
- Brandts, J.F.¹ Halvorson, H.R.² Brennan, M.³

2
- 0000472854
- (1979) Biopolymers , vol.18 , pp. 2589-2606
- Hetzel, R.¹ Wütrich, K.²

3
- 84985715908
- (1981) Biopolymers , vol.20 , pp. 2623-2633
- Grathwohl, C.¹ Wütrich, K.²

4
- 0025299887
- (1990) J. Mol. Biol. , vol.214 , pp. 253-260
- Stewart, D.E.¹ Sarkar, A.² Wampler, J.E.³

5
- 0027256737
- (1993) Annu. Rev. Biophys. Biomol. Struct. , vol.22 , pp. 123-143
- Schmid, F.X.¹

6
- 0028670805
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 11931-11937
- Fischer, S.¹ Dunbrack R.L., Jr.² Karplus, M.³

7
- 0030697111
- (1997) Biochemistry , vol.36 , pp. 13802-13808
- Reimer, U.¹ El Mokdad, N.² Schutkowski, M.³ Fischer, G.⁴

8
- 0004153150
- Springer-Verlag, New York
- (1961) Principles of Protein Structure , pp. 25
- Schulz, G.E.¹ Schirmer, R.H.²

9
- 0015915322
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 5946-5948
- Tonelli, E.A.¹

10
- 0016106145
- (1974) Macromolecules , vol.7 , pp. 698-705
- Tanaka, S.¹ Scheraga, H.A.²

11
- 5944250450
- (1975) J. Phys. Chem. , vol.79 , pp. 2361-2381
- Momany, F.A.¹ McGuire, R.F.² Brurgess, A.W.³ Scheraga, H.-A.⁴

12
- 33845550595
- (1983) J. Phys. Chem. , vol.87 , pp. 1883-1887
- Némethy, G.¹ Pottle, M.S.² Scheraga, H.A.³

13
- 0027439867
- (1993) Crit. Rev. Biochem. Mol. Biol. , vol.28 , pp. 31-81
- Yaron, A.¹ Naider, F.²

14
- 33646557872
- (1995) Adv. Pharmacol. (San Diego) , vol.6 , pp. 91-141
- Moore, G.J.¹ Smith, J.R.² Baylis, B.W.³ Matsoukas, J.M.⁴

15
- 0030876333
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 8403-8408
- Kern, D.¹ Schutkowski, M.² Drakenberg, T.³

16
- 0032483057
- (1998) Biochemistry , vol.37 , pp. 10920-10927
- Perera, L.¹ Darden, T.A.² Pedersen, L.G.³

17
- 0003741734
- Academic Press L.T.D.: London
- (1997) Computer-Aided Molecular Design: Theory and Applications , pp. 197-200
- Doucet, J.P.¹ Weber, J.²

18
- 0004265968
- Oxford University Press: New York
- (1995) An Introduction to Medicinal Chemistry , pp. 96-101
- Patrick, G.L.¹

19
- 0003665288
- Oxford University Press: New York
- (1988) Medicinal Chemistry: A Biochemical Approach , pp. 47-49
- Nogrady, T.¹

20
- 0014432828
- (1968) J. Mol. Biol. , vol.34 , pp. 105-120
- Schimmel, P.R.¹ Flory, P.J.²

21
- 0016208661
- (1974) J. Mol. Biol. , vol.86 , pp. 627-635
- Tonelli, A.E.¹

22
- 0017122834
- (1976) Biopolymers , vol.15 , pp. 1615-1622
- Tonelli, A.E.¹

23
- 0033378391
- (1999) Curr. Pharm. Des. , vol.5 , pp. 1043-1075
- Rewinkel, J.B.M.¹ Adang, A.E.P.²

24
- 0032505172
- (1998) J. Med. Chem. , vol.41 , pp. 3664-3674
- Wagner, J.¹ Kallen, J.² Ehrhardt, C.³ Evenou, J.P.⁴ Wagner, D.⁵

25
- 0028143534
- (1994) J. Med. Chem. , vol.37 , pp. 3889-3890
- Hilpert, K.¹ Akermann, J.² Banner, D.W.³ Gast, A.⁴ Gubernator, K.⁵ Hadviry Hadváry, P.⁶ Labler, L.⁷ Müller, K.⁸ Schmid, G.⁹ Tschopp, T.B.¹⁰ Van der Waterbeemd, H.¹¹

26
- 0027296861
- (1990) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , pp. 8048-8052
- Maryanoff, B.E.¹ Qiu, X.² Padmanaphan, K.P.³ Tulinsky, A.⁴ Almond H.R., Jr.⁵ Andrade-Gordon, P.⁶ Greco, M.N.⁷ Kauffman, J.A.⁸ Nicolau, K.C.⁹ Liu, A.¹⁰ Brungs, P.H.¹¹ Fusetani, N.¹²

27
- 0032988379
- (1999) J. Peptide Res , vol.53 , pp. 30-40
- Kang, Y.K.¹ Jhon, J.S.² Han, S.J.³

28
- 0032486107
- (1999) J. Mol. Biol. , vol.279 , pp. 449-460
- Reimer, U.¹ Scherer, G.² Drewello, M.³ Kruber, S.⁴ Schutkowski, M.⁵ Fischer, G.⁶

29
- 0017355537
- (1977) Biopolymers , vol.16 , pp. 811-843
- Zimmerman, S.S.¹ Scheraga, H.A.²

30
- 0025890946
- (1991) J. Mol. Biol. , vol.218 , pp. 397-412
- MacArthur, M.W.¹ Thornton, J.M.²

31
- 0001490908
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 6635-6641
- Delaney, N.G.¹ Madison, V.²

32
- 0000260041
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 6765-6773
- Montelione, G.T.¹ Hughes, P.² Clardy, J.³ Scheraga, H.A.⁴

33
- 0030461902
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 12902-12908
- Beausoleil, E.¹ Lubell, W.D.²

34
- 0000617719
- (1998) J. Org. Chem. , vol.63 , pp. 6572-6578
- Beausoleil, E.¹ Sharma, R.² Michnick, S.W.³ Lubell, W.D.⁴

35
- 0032054074
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 2714-2720
- Keller, M.¹ Seger, C.² Dumy, P.³ Schutkowski, M.⁴ Fischer, G.S.⁵ Mutter, M.⁶

36
- 0025291576
- (1990) J. Med. Chem. , vol.33 , pp. 1848-1851
- Ward, P.¹ Evan, J.B.² Jordan, C.C.³ Ireland, S.J.⁴ Hagan, R.M.⁵ Brown, J.R.⁶

37
- 0000617720
- (1998) J. Org. Chem. , vol.63 , pp. 6572-6578
- Zabrocki, J.¹ Dunbar J.B., Jr.² Marshall, K.W.³ Toth, M.V.⁴ Marshall, G.R.⁵

38
- 0025848453
- (1991) J. Med. Chem. , vol.34 , pp. 1777-1789
- Hinds, M.G.¹ Welsh, J.H.² Brennand, D.M.³ Fisher, J.⁴ Glennie, M.J.⁵ Richards, N.G.J.⁶ Turner, D.L.⁷ Robinson, J.A.⁸

39
- 0000603109
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 8778-8783
- Genin, M.J.¹ Johnson, R.L.²

40
- 0029151753
- (1995) Helv. Chim. Acta , vol.78 , pp. 1588-1606
- Gramberg, D.¹ Weber, C.² Beeli, R.³ Inglis, J.⁴ Bruns, C.⁵ Robinson, J.A.⁶

41
- 0039077193
- (1997) Tetrahedron , vol.53 , pp. 7975-7984
- Nöteberg, D.¹ Brånalt, J.² Kvarnström I³ Classon, B.⁴ Samuelsson, B.⁵ Nillroth, U.⁶ Danielson, U.H.⁷ Karlén, A.⁸ Hallberg, A.⁹

42
- 0028783283
- (1995) J. Med. Chem. , vol.38 , pp. 4446-4453
- Shuman, R.T.¹ Rothenberger, R.B.² Campbell, C.S.³ Smith, G.F.⁴ Gifford-Moore, D.S.⁵ Paschal, J.W.⁶ Gesellchen, P.D.⁷

43
- 0031028387
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 918-925
- Dumy, P.¹ Keller, M.² Ryan, D.E.³ Rohwedder, B.⁴ Wöhr, T.⁵ Mutter, M.⁶

44
- 0027185480
- (1993) J. Heterocycl. Chem. , vol.30 , pp. 597-602
- Kikelj, D.¹ Suhadolc, E.² Urleb, U.³ Žbontar, U.⁴

45
- 0033556594
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 153-167
- Breznik, M.¹ Hrast, V.² Mrcina, A.³ Kikelj, D.⁴

46
- 0006393051
- (1975) J. Chem. Phys. , vol.64 , pp. 2229-2246
- Aue, W.P.¹ Bartholdi, E.² Ernst, R.R.³

47
- 0001028964
- (1990) J. Magn. Reson. , vol.87 , pp. 422-428
- Hurd, R.E.¹

48
- 0344448273
- (1983) J. Magn. Reson. , vol.53 , pp. 521-528
- Braunschweiler, L.¹ Ernst, R.R.²

49
- 0002616982
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 4481-4484
- Müller, L.¹

50
- 0344620689
- (1991) J. Magn. Reson. , vol.91 , pp. 648-653
- Hurd, R.E.¹ John, B.K.²

51
- 0343359244
- (1979) J. Chem. Phys. , vol.71 , pp. 4546-4553
- Jeener, J.¹ Meier, B.H.² Bachmann, P.³ Ernst, R.R.⁴

52
- 0002889381
- Nonius, B. V.: Delft, The Netherlands
- (1999) KappaCCD Reference Manual

53
- 0031059866
- Carter C. W., Jr., Sweet R.M., Eds.; Academic Press New York
- (1996) Methods in Enzymology , pp. 276
- Otwinowski, Z.¹ Minor, W.²

54
- 84943920736
- (1990) Acta Crystallogr., Sect. A , vol.46 , pp. 467-473
- Sheldrick, G.M.¹

55
- 0004150157
- University of Göttingen: Germany
- (1997) SHELXL-97, Program for crystal structure refinement , pp. 2-5
- Sheldrick, G.M.¹

56
- 0001425970
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 9466-9470
- Mierke, D.F.¹ Kessler, H.²

57
- 0002888461
- ORNL Report-3794, revised; Oak Ridge National Laboratory Tennessee
- (1971) ORTEP 11
- Johnson, C.K.¹

58
- 0003439281
- University of Glasgow Scotland
- (1999) ORTEP-3, Implementation for Windows. Version 1.05
- Farrugia, L.J.¹

59
- 0004048806
- University of Utrecht: The Netherlands
- (1998) PLATON
- Spek, A.L.¹

60
- 0002134667
- V.C.H.: Basel
- (1993) Perspectives in Medicinal Chemistry , pp. 15-25
- Rich, D.H.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.