-
4
-
-
0005820050
-
-
Clark, R. S.; Banerjee, S.; Coward, J. K. J. Org. Chem. 1990, 55, 6275-6285.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 6275-6285
-
-
Clark, R.S.1
Banerjee, S.2
Coward, J.K.3
-
5
-
-
0018787405
-
-
Hart, G. W.; Brew, K.; Grant, G. A.; Bradshaw, R. A.; Lennarz, W. J. J. Biol. Chem. 1979, 254, 9747-9753.
-
(1979)
J. Biol. Chem.
, vol.254
, pp. 9747-9753
-
-
Hart, G.W.1
Brew, K.2
Grant, G.A.3
Bradshaw, R.A.4
Lennarz, W.J.5
-
6
-
-
0021100147
-
-
Welply, J. K.; Shenbagamurthi, P.; Lennarz, W. J.; Naider, F. J. Biol. Chem. 1983, 258, 11856-11863.
-
(1983)
J. Biol. Chem.
, vol.258
, pp. 11856-11863
-
-
Welply, J.K.1
Shenbagamurthi, P.2
Lennarz, W.J.3
Naider, F.4
-
7
-
-
0003832495
-
-
Zabicky, J. Z., Ed.; John Wiley & Sons: London, Chapter 13
-
Challis, B. C.; Challis, J. A. In The Chemistry of Amides; Zabicky, J. Z., Ed.; John Wiley & Sons: London, 1970; Chapter 13.
-
(1970)
The Chemistry of Amides
-
-
Challis, B.C.1
Challis, J.A.2
-
10
-
-
0029618326
-
-
Bause, E.; Breuer, W.; Peters, S. Biochem J. 1995, 312, 979-985.
-
(1995)
Biochem J.
, vol.312
, pp. 979-985
-
-
Bause, E.1
Breuer, W.2
Peters, S.3
-
14
-
-
0029865432
-
-
Stoker, P. W.; O'Leary, M. H.; Boehlein, S. K.; Schuster, S. M.; Richards, N. G. J. Biochemistry 1996, 35, 3024-3030.
-
(1996)
Biochemistry
, vol.35
, pp. 3024-3030
-
-
Stoker, P.W.1
O'Leary, M.H.2
Boehlein, S.K.3
Schuster, S.M.4
Richards, N.G.J.5
-
15
-
-
0029670135
-
-
Boehlein, S. K.; Schuster, S. M.; Richards, N. G. J. Biochemistry 1996, 35, 3031-3037.
-
(1996)
Biochemistry
, vol.35
, pp. 3031-3037
-
-
Boehlein, S.K.1
Schuster, S.M.2
Richards, N.G.J.3
-
17
-
-
0001523706
-
-
Imperiali, B.; Shannon, K. L.; Unno, M.; Rickert, K. W. J. Am. Chem. Soc. 1992, 114, 7944-7945.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 7944-7945
-
-
Imperiali, B.1
Shannon, K.L.2
Unno, M.3
Rickert, K.W.4
-
18
-
-
0000380501
-
-
Imperiali, B.; Spencer, J. R.; Struthers, M. D. J. Am. Chem. Soc. 1994, 116, 8424-8426.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 8424-8426
-
-
Imperiali, B.1
Spencer, J.R.2
Struthers, M.D.3
-
19
-
-
0022996063
-
-
Rathod, P. K.; Tashjian, A. H., Jr.; Abeles, R. H. J. Biol. Chem. 1986, 261, 6461-6469.
-
(1986)
J. Biol. Chem.
, vol.261
, pp. 6461-6469
-
-
Rathod, P.K.1
Tashjian Jr., A.H.2
Abeles, R.H.3
-
20
-
-
0029777524
-
-
Hendrickson, T. L.; Spencer, J. R.; Kato, M.; Imperiali, B. J. Am. Chem. Soc. 1996, 118, 7636-7637.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 7636-7637
-
-
Hendrickson, T.L.1
Spencer, J.R.2
Kato, M.3
Imperiali, B.4
-
23
-
-
0028959645
-
-
Pathak, R.; Hendrickson, T. L.; Imperiali, B. Biochemistry 1995, 34, 4179-4185.
-
(1995)
Biochemistry
, vol.34
, pp. 4179-4185
-
-
Pathak, R.1
Hendrickson, T.L.2
Imperiali, B.3
-
24
-
-
0023721950
-
-
Smith, R. A.; Copp, L. J.; Donnelly, S. L.; Spencer, R. W.; Krantz, A. Biochemistry 1988, 27, 6568-6573.
-
(1988)
Biochemistry
, vol.27
, pp. 6568-6573
-
-
Smith, R.A.1
Copp, L.J.2
Donnelly, S.L.3
Spencer, R.W.4
Krantz, A.5
-
25
-
-
85034474100
-
-
26,27 However, few synthetic details and minimal spectral data were provided
-
26,27 However, few synthetic details and minimal spectral data were provided.
-
-
-
-
27
-
-
0026696678
-
-
Huffman, G. W.; Gesellchen, P. D.; Turner, J. R.; Rothenberger, R. B.; Osborne, H. E.; Miller, F. D.; Chapman, J. L.; Queener, S. W. J. Med. Chem. 1992, 35, 1897-1914.
-
(1992)
J. Med. Chem.
, vol.35
, pp. 1897-1914
-
-
Huffman, G.W.1
Gesellchen, P.D.2
Turner, J.R.3
Rothenberger, R.B.4
Osborne, H.E.5
Miller, F.D.6
Chapman, J.L.7
Queener, S.W.8
-
28
-
-
0017329096
-
-
Peterson, R. G.; Richards, F. F.; Handschumacher, R. E. J. Biol. Chem. 1977, 252, 2072-2076.
-
(1977)
J. Biol. Chem.
, vol.252
, pp. 2072-2076
-
-
Peterson, R.G.1
Richards, F.F.2
Handschumacher, R.E.3
-
29
-
-
0026095291
-
-
Kaartinen, V.; Williams, J. C.; Tomich, J.; Yates, J. R.; Hood, L. E.; Mononen, I. J. Biol. Chem. 1991, 266, 5860-5869.
-
(1991)
J. Biol. Chem.
, vol.266
, pp. 5860-5869
-
-
Kaartinen, V.1
Williams, J.C.2
Tomich, J.3
Yates, J.R.4
Hood, L.E.5
Mononen, I.6
-
31
-
-
0029787761
-
-
Cornish, V. W.; Hahn, K. M.; Schultz, P. G. J. Am. Chem. Soc. 1996, 118, 8150-8151.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 8150-8151
-
-
Cornish, V.W.1
Hahn, K.M.2
Schultz, P.G.3
-
32
-
-
0001034362
-
-
Werner, R. M.; Shokek, O.; Davis, J. T. J. Org. Chem. 1997, 62, 8243-8246.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 8243-8246
-
-
Werner, R.M.1
Shokek, O.2
Davis, J.T.3
-
33
-
-
0029087173
-
-
A related tripeptide with a β-aspartyl semialdehyde in position 1 predominates as the cyclic aminal; see: Hendrickson, T. L.; Imperiali, B. Biochemistry 1995, 34, 9444-9450.
-
(1995)
Biochemistry
, vol.34
, pp. 9444-9450
-
-
Hendrickson, T.L.1
Imperiali, B.2
-
34
-
-
0021950102
-
-
Hwang, D.-R.; Helquist, P.; Shekhani, M. S. J: Org. Chem. 1985, 50, 1264-1271.
-
(1985)
J: Org. Chem.
, vol.50
, pp. 1264-1271
-
-
Hwang, D.-R.1
Helquist, P.2
Shekhani, M.S.3
-
35
-
-
0001992996
-
-
Carrasco, M.; Jones, R. J.; Kamel, S.; Rapoport, H.; Truong, T. Org. Synth. 1990, 70, 29-34.
-
(1990)
Org. Synth.
, vol.70
, pp. 29-34
-
-
Carrasco, M.1
Jones, R.J.2
Kamel, S.3
Rapoport, H.4
Truong, T.5
-
38
-
-
0000895332
-
-
Abbadi, A.; Mcharfi, M.; Aubry, A.; Premilat, S.; Boussard, G.; Marraud, M. J. Am. Chem. Soc. 1991, 213, 2729-2735.
-
(1991)
J. Am. Chem. Soc.
, vol.213
, pp. 2729-2735
-
-
Abbadi, A.1
Mcharfi, M.2
Aubry, A.3
Premilat, S.4
Boussard, G.5
Marraud, M.6
-
39
-
-
0030057256
-
-
Lee, K. C.; Falcone, M. L.; Davis, J. T. J. Org. Chem. 1996, 61, 4198-4199.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 4198-4199
-
-
Lee, K.C.1
Falcone, M.L.2
Davis, J.T.3
-
41
-
-
0023727195
-
-
Pichon-Pesme, V.; Aubry, A.; Abbadi, A.; Boussard, G.; Marraud, M. Int. J. Pept. Protein Res. 1988, 32, 175-182.
-
(1988)
Int. J. Pept. Protein Res.
, vol.32
, pp. 175-182
-
-
Pichon-Pesme, V.1
Aubry, A.2
Abbadi, A.3
Boussard, G.4
Marraud, M.5
-
42
-
-
0001503921
-
-
Montelione, G. T.; Arnold, E.; Meinwald, C.; Stimson, E. R.; Denton, J. B.; Huang, S. G.; Clardy, J.; Scheraga, H. A. J. Am. Chem. Soc. 1984, 106, 7946-7958.
-
(1984)
J. Am. Chem. Soc.
, vol.106
, pp. 7946-7958
-
-
Montelione, G.T.1
Arnold, E.2
Meinwald, C.3
Stimson, E.R.4
Denton, J.B.5
Huang, S.G.6
Clardy, J.7
Scheraga, H.A.8
-
43
-
-
0343566159
-
-
Aubry, A.; Abbadi, A.; Boussard, G.; Marraud, M. New J. Chem. 1987, 11, 739-744.
-
(1987)
New J. Chem.
, vol.11
, pp. 739-744
-
-
Aubry, A.1
Abbadi, A.2
Boussard, G.3
Marraud, M.4
-
44
-
-
85034480487
-
-
note
-
6 over this concentration range. Moreover, the observed NOEs, measured at both 5 and 10 mM for 10, were not concentration dependent. These data indicate that the NOEs were due to intramolecular interactions and not due to intermolecular peptide aggregation.
-
-
-
-
49
-
-
0024278597
-
-
Dyson, J. J.; Rance, M.; Houghten, R. A.; Lerner, R. A.; Wright, P. E. J. Mol. Biol. 1988, 201, 161-200.
-
(1988)
J. Mol. Biol.
, vol.201
, pp. 161-200
-
-
Dyson, J.J.1
Rance, M.2
Houghten, R.A.3
Lerner, R.A.4
Wright, P.E.5
-
50
-
-
0001411436
-
-
Kemp, D. S.; Curran, T. P.; Boyd, J. G.; Allen, T. J. J. Org. Chem. 1991, 56, 6683-6697.
-
(1991)
J. Org. Chem.
, vol.56
, pp. 6683-6697
-
-
Kemp, D.S.1
Curran, T.P.2
Boyd, J.G.3
Allen, T.J.4
-
51
-
-
85034459510
-
-
note
-
γNH, in Table 2 of ref 8 were inadvertently transposed. This neccesarily alters the conclusions regarding the solution conformation of the nonsubstrate peptide 10. The NMR data for the other peptides in ref 8 appear correct, and the overall conclusion that substrate peptides can adopt the Asx-turn in solution remains the same. We thank Professor Imperiali for helpful correspondence.
-
-
-
-
52
-
-
85034461996
-
-
note
-
20 Because of this particular amino acid substitution, this peptide is unlikely to form an Asx-turn structure, yet it still has a strong affinity for binding to OST.
-
-
-
-
54
-
-
0012642362
-
-
Bordwell, F. G.; Zhang, S.; Zhang, X.-M.; Liu, W.-Z. J. Am. Chem. Soc. 1995, 117, 7092-7096.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 7092-7096
-
-
Bordwell, F.G.1
Zhang, S.2
Zhang, X.-M.3
Liu, W.-Z.4
-
56
-
-
85034485079
-
-
note
-
It was repeatedly observed that the diazoketone-containing peptide 7 showed slight activity as an OST acceptor substrate. The apparent ability of the diazoketone-containing peptide 7 to serve as a weak OST substrate is an intriguing but, as yet, unexplained observation.
-
-
-
-
58
-
-
85034461222
-
-
note
-
Boc-DONV-OBn was also synthesized and tested as an inactivator of OST. Interestingly, it also shows slight inhibition toward OST-catalyzed glycosylation. At 10 mM, it shows even more inhibition than the diazoketone 7 (data not shown), suggesting that both 7 and Boc-DONV-OBn may be similar to MMTS and act as nonspecific inactivators of OST. Possibly, they all react with a cysteine that is not in the OST active site, and this cysteine has a structural role rather than a catalytic function.
-
-
-
-
59
-
-
0342894815
-
-
Krahn, J. M.; Kim, J. H.; Burns, M. R.; Parry, R. J.; Zalkin, H.; Smith, J. L. Biochemistry 1997, 36, 11061-11068.
-
(1997)
Biochemistry
, vol.36
, pp. 11061-11068
-
-
Krahn, J.M.1
Kim, J.H.2
Burns, M.R.3
Parry, R.J.4
Zalkin, H.5
Smith, J.L.6
-
60
-
-
0031045714
-
-
Bause, E.; Wesemann, M.; Bartoschek, A.; Breuer, W. Biochem J. 1997, 322, 95-102.
-
(1997)
Biochem J.
, vol.322
, pp. 95-102
-
-
Bause, E.1
Wesemann, M.2
Bartoschek, A.3
Breuer, W.4
-
65
-
-
84981844818
-
-
Baker, B. R.; Santi, D. V.; Coward, J. K.; Shapiro, H. S.; Jordaan, J. B. J. Heterocycl. Chem. 1966, 3, 425-434.
-
(1966)
J. Heterocycl. Chem.
, vol.3
, pp. 425-434
-
-
Baker, B.R.1
Santi, D.V.2
Coward, J.K.3
Shapiro, H.S.4
Jordaan, J.B.5
-
66
-
-
34249965442
-
-
Ivanov, A. K.; Lavut, E. E.; Antonov, A. A.; Karel'skii, V. N. Chem. Nat. Compd. (Engl. Transl.) 1989, 25, 582-589.
-
(1989)
Chem. Nat. Compd. (Engl. Transl.)
, vol.25
, pp. 582-589
-
-
Ivanov, A.K.1
Lavut, E.E.2
Antonov, A.A.3
Karel'skii, V.N.4
-
67
-
-
0019570379
-
-
Sharma, C. B.; Lehle, L.; Tanner, W. Eur. J. Biochem. 1981, 116, 101-108.
-
(1981)
Eur. J. Biochem.
, vol.116
, pp. 101-108
-
-
Sharma, C.B.1
Lehle, L.2
Tanner, W.3
|