Biomedical Engineering Reference
In-Depth Information
enantiomeric excess; Fmoc, 9-fluorenylmethoxycarbonyl; HOBt, 1-hydroxybenzo-
triazole; KHMDS, potassiumbis(trimethylsilyl)amide;
m
-CPBA,
meta
-chloroperben-
zoic acid;Mes, mesityl;Ms, methanesulfonyl;MS, molecular sieves; NMO,
N
-methyl-
morpholine oxide; NMP,
N
-methyl-2-pyrrolidinone; Ns, 2-nitrobenzenesulfonyl;
PyBroP, bromo-tris-pyrrolidino phosphoniumhexafluorophosphate; py, pyridine;
rac
,
racemic; SAR, structure activity relationship; Tf, trifluoromethanesulfonyl; THF,
tetrahydrofuran; TBS,
t
-butydimethylsilyl; TIPS, triisopropylsilyl; TMS, trimethylsi-
lyl; VSVG-GFP, vesicular stomatitus virus G-green fluorescent protein.
Acknowledgments
I am grateful to Carly Readings for her permanent support and encouragement. I thank
Dr. Robert M. Adlington for his insightful comments and constructive suggestions and
Dr. Sebastian Muller and Dr. Beth Ashbridge for proofreading this manuscript. I would like
to express my gratitude to Prof. Stuart L. Schreiber for his inspirational scientific accomplish-
ment and support. This manuscript is dedicated to the memory of Pierre Rafin.
REFERENCES
1. T. J. Mitchison,
Chem. Biol.
1994
,
1
, 3-6.
2. F. Wohler,
Ann. Phys. Chem.
1828
,
12
, 253-256.
3. H. Kolbe,
Ann. Chem. Pharm.
1845
,
54
, 145-188.
4. E. Fischer,
Ber. Dtsch. Chem. Ges.
1890
,
23
, 799-805.
,
85
, 2149-2154.
6. B. A. Bunin, J. A. Ellman,
J. Am. Chem. Soc. 1992
,
114
, 10997-10998.
7. S. HobbsDeWitt, J. S. Kiely, C. J. Stankovic,M. C. Schroeder, D.M. Reynolds Cody,M. R. Pavia,
Proc.
Natl. Acad. Sci. USA 1993
,
90
, 6909-6913.
8. D. S. Tan, M. A. Foley, M. D. Shair, S. L. Schreiber,
J. Am. Chem. Soc. 1998
,
120
, 8565-8566.
9. D. S. Tan, M. A. Foley, B. R. Stockwell, M. D. Shair, S. L. Schreiber,
J. Am. Chem. Soc. 1999
,
121
,
9073-9087.
10. S. L. Schreiber,
Science 2000
,
287
, 1964-1969.
11. D. S. Tan, in S. L. Schreiber, T. Kapoor, G. Wess (Eds),
Chemical Biology: From Small Molecules to
Systems Biology and Drug Design
, Vol. 2, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim,
2007
,
pp. 483-518.
12. S. Shang, D. S. Tan,
Curr. Opin. Chem. Biol. 2005
,
9
, 248-258.
13. D. S. Tan,
Nat. Chem. Biol. 2005
,
1
, 74-84.
14. M. D. Burke, E. M. Berger, S. L. Schreiber,
Science 2003
,
302
, 613-618.
15. M. D. Burke, S. L. Schreiber,
Angew. Chem., Int. Ed. 2004
,
43
, 46-58.
16. S. B. Shuker, P. J. Hajduk, R. P. Meadows, S. W. Fesik,
Science 1996
,
274
, 1531-1534.
17. D. A. Erlanson, R. S. McDowell, T. O'Brien,
J. Med. Chem. 2004
,
47
, 3463-3482.
18. I. Huc, J.-M. Lehn,
Proc. Natl. Acad. Sci. USA 1997
,
94
, 2106-2110.
19. P. T. Corbett, J. Leclaire, L. Vial, K. R. West, J.-L. Wietor, J. K. M. Sanders, S. Otto,
Chem. Rev.
5. R. B. Merrifield,
J. Am. Chem. Soc.
1963
2006
,
106
, 3652-3711.
20. H. C. Kolb, M. G. Finn, K. B. Sharpless,
Angew. Chem., Int. Ed.
2001
,
40
, 2004-2021.
21. W. G. Lewis, L. G. Green, F. Grynszpan, Z. Radic, P. R. Carlier, P. Taylor, M. G. Finn, K.B. Sharpless,
Angew. Chem., Int. Ed.
2002
,
41
, 1053-1057.
22. R. Huisgen, in A. Padwa (Ed.),
1,3-Dipolar Cycloaddition Chemistry
, Wiley, New York,
1984
,
pp. 1-176.
23. V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless,
Angew. Chem., Int. Ed.
2002
,
41
,
2596-2599.
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