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0035924180
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Greenspan P.D., Clark K.L., Tommasi R.A., Cowen S.D., McQuire L.W., Farley D.L., van Duzer J.H., Goldberg R.L., Zhou H., Du Z., Fitt J.J., Coppa D.E., Fang Z., Macchia W., Zhu L., Capparelli M.P., Goldstein R., Wigg A.M., Doughty J.R., Bohacek R.S., and Knap A.K. J. Med. Chem. 44 (2001) 4524
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more..
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9
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34547494218
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note
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Penn Center for Molecular Discovery: http://www.seas.upenn.edu/~pcmd/ Molecular Library Screening Center Network: http://nihroadmap.nih.gov/molecularlibraries/.
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10
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34547522991
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PubChem: http://pubchem.ncbi.nlm.nih.gov/.
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11
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34547521247
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PubChem web address for PCMD cathepsin B hits: http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=pcassay&term=488,453,523.
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12
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0842302977
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Tjernberg A., Hallén D., Schultz J., James S., Benkestock K., Byström S., and Weigelt J. Bioorg. Med. Chem. Lett. 14 (2004) 891
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Tjernberg, A.1
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Byström, S.6
Weigelt, J.7
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13
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34547542748
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note
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50 values for each compound. Cathepsin B (Calbiochem 219362) was activated by incubating with assay buffer for 15 min. Assay buffer consisted of 100 mM sodium-potassium phosphate, pH 6.8 (86 mM potassium phosphate, monobasic; 7 mm sodium phosphate, monobasic; 7 mM sodium phosphate, tribasic), 1 mM EDTA, and 2 mM DTT. Upon activation, cathepsin B was incubated with Z-Arg-Arg-AMC substrate (15 μM) and test compound in 10 μL of assay buffer for 1 h at room temperature. Fluorescence of AMC released by enzyme-catalyzed hydrolysis of Z-Arg-Arg-AMC was read on a Perkin-Elmer Envision microplate reader (excitation 355 nm, emission 460 nm).
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14
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34547547339
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note
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+: 350.0269].
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15
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34547524622
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note
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A single crystal X-ray structure of pyrazole ester 2 was also obtained to verify its structure.
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17
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0034336977
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Elgemeie G.H., Elghandour A.H., Elzanate A.M., and Masoud W.A. Phosphorus, Sulfur Silicon 163 (2000) 91
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Elgemeie, G.H.1
Elghandour, A.H.2
Elzanate, A.M.3
Masoud, W.A.4
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18
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0023801314
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For the cyclization of hydrazide-substituted ureas using this protocol, see:
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For the cyclization of hydrazide-substituted ureas using this protocol, see:. Drummond J.T., and Johnson G. J. Heterocycl. Chem. 25 (1988) 1123
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Drummond, J.T.1
Johnson, G.2
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20
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34547535961
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PC Spartan is available from Wavefunction, Inc., 18401 Von Karman Avenue, Suite 370 Irvine, CA 92612.
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21
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0026463878
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Kim M.J., Yamamoto D., Matsumoto K., Inoue M., Ishida T., Mizuno H., Sumiya S., and Kitamura K. Bioche. J. 287 (1992) 797
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Kitamura, K.8
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0037179637
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de Dios A., Prieto L., Martín J.A., Rubio A., Ezquerra J., Tebbe M., de Uralde B.L., Martín J., Sánchez A., LeTourneau D.L., McGee J.E., Boylan C., Parr T.R., and Smith M.C. J. Med. Chem. 45 (2002) 4559
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de Dios, A.1
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de Uralde, B.L.7
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Boylan, C.12
Parr, T.R.13
Smith, M.C.14
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24
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34547549493
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note
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50, a concentration at which most of the enzymatic activity should be regained if the compound is rapidly reversible.
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25
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34547512102
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note
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Pyrazolones 12, 14, and 15 were found to be inactive in the cathepsin B assay.
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27
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11144358556
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Wang Q., Dubé D., Friesen R.W., LeRiche T.G., Bateman K.P., Trimble L., Sanghara J., Pollex R., Ramachandran C., Gresser M.J., and Huang Z. Biochemistry 43 (2004) 4294
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Sanghara, J.7
Pollex, R.8
Ramachandran, C.9
Gresser, M.J.10
Huang, Z.11
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Cline D.J., Redding S.E., Brohawan S.G., Psathas J.N., Schneider J.P., and Thorpe C. Biochemistry 43 (2004) 15195
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Thorpe, C.6
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34547510192
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2 in Bacterial Bioluminescence Reaction with Flavinmononucleotide Activated with N-methylimidazole on the Phosphate Group without Addition of the Exogenous Aldehyde. In Bioluminescence & Chemiluminescence: Progress and Perspectives, Proceedings of the International Symposium on Bioluminescence & Chemiluminescence, Yokohama, Japan, Aug 2-6, 2004; Tsuji, A., Ed.; World Scientific Publishing Co. Pte. Ltd: Singapore, 2005; CAN 144:65940, 91.
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0344887064
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a of pyridine in water (5.2), see:
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a of pyridine in water (5.2), see:. Bordwell F.G. Acc. Chem. Res. 21 (1988) 456
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Bordwell, F.G.1
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0020198689
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For an insightful review on mechanistic studies of cysteine proteases, see:
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For an insightful review on mechanistic studies of cysteine proteases, see:. Polgár L., and Halász P. Biochem. J. 207 (1982) 1
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Polgár, L.1
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34
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0021099099
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For an example of an ester substrate (N-benzyloxycarbonyl-l-lysine p-nitrophenyl ester) of cathepsin B, see:
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For an example of an ester substrate (N-benzyloxycarbonyl-l-lysine p-nitrophenyl ester) of cathepsin B, see:. Bajkowski A.S., and Frankfater A. J. Biol. Chem. 258 (1983) 1645
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Bajkowski, A.S.1
Frankfater, A.2
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