Bibliography
- HUG I, NGUYEN R: Dynamic combinatorial chemistry. Comb. Chem. High Thr. Screen. (2001) 4:53–74.
- •A review covering an emerging theme in combinatorial chemistry, wherein a chemical library is continually being formed and broken down and target compounds selected by chemical binding equilibria.
- ARYA P, CHOU DTH, BAEK M-G: Diversity-based organic synthesis in the era of genomics and proteomics. Angew. Chem. Int. Ed. EngL (2001) 40:339–346.
- SUN CM: Recent advances in liquid-phase combinatorial chemistry. Comb. Chem. High Thr. Screen. (1999) 2:299–318.
- LEONARD KA; DEISSEROTH AB, AUSTIN DJ: Combinatorial chemistry in cancer drug development. Cancer J. (2001) 7:79–83.
- COUSINS GRL, POULSEN SA, SANDERS JKM: Molecular evolution: dynamic combinatorial libraries, autocatalytic networks and the quest for molecular function. Curr. Opin. Chem. Biol. (2000) 4:270–279.
- ••A `bioinspired' approach to the design ofartificial catalysts, receptors and libraries of potential drug candidates.
- MARTIN EJ, CRITCHLOW RE: Beyond mere diversity: tailoring combinatorial libraries for drug discovery. J Comb. Chem. (1999) 1:32–45.
- •A useful review highlighting the importance of focused drug design strategies and 'biased' library generation.
- DE MIGUEL YR., SANDERS JKM: Generation and screening of synthetic receptor libraries. Curr. Opin. Chem. Biol. (1998)2:417–420.
- BLONDELLE SE, HOUGHTEN RA: Novel antimicrobial compounds identified using synthetic combinatorial library technology. Trends Biotechnol. (1996) 14:60–66.
- CAFLISCH A, KARPLUS M: Computational combinatorial chemistry for de novo ligand design: review and assessment. Perspect. Drug Disc. Design, (1996) 3:51–84.
- ELLMAN JA: Design, synthesis, and evaluation of small-molecule libraries. Acc. Chem. Res. (1996) 29:132–143.
- LEY SV, BAXENDALE IR, BREAM RN et al.: Multi-step organic synthesis using solid-supported reagents and scavengers: a new paradigm in chemical library generation./ Chem. Soc. Perkin Trans. (2000):3815–4195.
- ••A comprehensive review with nearly 1500references also available in HTML format (www.rsc.org) covering new directions in solid-phase organic chemistry and chemical library generation.
- STILL WC: Discovery of sequence-selective peptide binding by synthetic receptors using encoded combinatorial libraries. Acc. Chem. Res. (1996) 29:155–163.
- THOMPSON LA, ELLMAN JA: Synthesis and application of small molecule libraries. Chem. Rev. (1996) 96: 555–600.
- WILLIARD X, POP I. BOUREL L et al.: Combinatorial chemistry: a rational approach to chemical diversity. Eur. J. Med. Chem. (1996) 31:87–98.
- •A useful overview of the different strategies employed in combinatorial chemistry.
- SHERRINGTON DC: Preparation, structure, and morphology of polymer supports. Chem. Commun. (1998):2275-2286.
- GRAVERT DJ, DATTA A, WENTWORTH JR P, JANDA KD: Soluble supports tailored for organic synthesis: parallel polymer synthesis via sequential normal/living free radical processes. J. Am. Chem. Soc. (1998) 120:9481–9495.
- LEY S, BOLLI MH, HINZEN B, GERVOIS A-G, HALL BJ: Use of polymer supported reagents for clean multistep organic synthesis: preparation of amines and amine derivatives from alcohols for use in compound library generation. J Chem. Soc. Perkin Trans. 1. (1998):2239–2241.
- FRÉCHET JMJ: Synthesis and applicationsof organic polymers as supports and protecting groups. Tetrahedron (1981) 37:663–683.
- KALDOR SW, SIEGEL MG, FRITZ JE, DRESSMAN BA, HAHN PJ: Use of solid supported nucleophiles and electrophiles for the purification of non-peptide small molecule libraries. Tetrahedron Lett. (1996) 37:7193–7196.
- •An early example of the use of polymer-bound reagents to remove impurities during combinatorial synthesis.
- KALDOR SW, FRITZ JE, TANG J, MCKINNEY ER: Discovery of antirhinoviral leads by screening a combinatorial library of ureas prepared using covalent scavengers. Bioorg. Med. Chem. Lett. (1996) 6:3041–3044.
- NIKAM SS, KORNBERG BE, AULT-JUSTUS SE, RAFFERTY MF: Novel quenchers for solution phase parallel synthesis Tetrahedron Lett. (1998) 39: 1121–1124.
- WEIDNER JJ, PARLOW JJ, FLYNN DL: Polymer-assisted solution phase synthesis: a general method for sequestration of by-products formed from activated acyl-transfer reactants. Tetrahedron Lett. (1999) 40:239–242.
- BOOTH RJ, HODGES JC: Polymer-supported quenching reagents for parallel purification. J. Am. Chem. Soc. (1997)119:4882–4886.
- WELLER HN: Purification of combinatorial libraries. Mol. Diversity (1999) 4:47–52.
- RADEMANN J, SMERDKA J, JUNG G, GROSCHE P, SCHMID D: Alkylating polymers: resin-released carbenium ions as versatile reactive intermediates in polymer-assisted solution-phase synthesis. Angew. Chem. Int. Ed. Engl. (2001) 40:381–385.
- MERRIFIELD RB: Solid phase peptide synthesis 1: the synthesis of a tetrapeptide. Am. Chem. Soc. (1963) 85:2149–2154.
- ••The original classic paper on solid-phasesynthesis.
- ARMSTRONG RW, COMBS AP, TEMPEST PA, BROWN SD, KEATING T: Multiple-component condensation strategies for combinatorial library synthesis. Acc. Chem. Res. (1996) 29:123–131.
- BALKENKOHL F, VON DEM BUSSCHE-HONNEFELD C, LANSKY A ZECHEL C: Combinatorial synthesis of small organic molecules. Angew. Chem. Int. Ed. Engl. (1996) 35:2289–2337.
- KEUSGEN M, GLODEK J, MILKA P, KREST I: Immobilization of enzymes on PTFE surfaces. Biotech. Bioeng (2001) 72: 530–540.
- WENTWORTH JR P: Recent developments and applications of liquid phase strategies in organic synthesis. Trends Biotechnol. (1999) 17:448–452.
- DOUGLAS SP, WHITFIELD DM, KREPINSKY JJ: Polymer-assisted solution synthesis of oligosaccharides. J. Am. Chem. Soc. (1991) 113:5095–5097.
- •One of the first examples of solution-phase polymer-supported synthesis.
- HODOSI G, KREPINSKY JJ: Polymer-supported solution synthesis of oligosaccharides: probing glycosylations of MPEG-DOX-OH with 2-acetamidoglycopyranosyl derivatives. Synlett (1996) 2:159–162.
- GRAVERT DJ, JANDA KD: Organic synthesis on soluble polymer supports: liquid phase methodologies. Chem. Rev. (1997) 97:489–510.
- •A useful review indicating the scope of liquid-phase strategies in the synthesis of complex organic compounds.
- BERGBREITER DE: New strategies in catalyst development, optimization and recycling. Grit. Rev. Anal. Chem. (1998) 28:347.
- WENT WORTH JR P, JANDA KD: Liquid-phase chemistry: recent advances in soluble polymer-supported catalysts, reagents and synthesis. Chem. Commun. (1999):1917–1924.
- ••A more recent review of soluble polymer-supported chemistry, with sections covering PEG and PS supports, and the design and preparation of new polymers for LPCS.
- WANG Z-G, DOUGLAS SP, KREPINSKY JJ: Polymer-supported syntheses of oligosaccharides: using dibutylboron triflate to promote glycosylations with glycosyl trichloroacetimidates. Tetrahedron Lett. (1996) 37:6985–6988.
- ZHAO X-Y, METZ WA, SIEBER F, JANDA KD: Expanding on the purification methodology of polyethylene glycol (PEG) bound molecules: the synthesis of 3,5-pyrazolidinediones. Tetrahedron Lett. (1998) 39:8433–8436.
- KASSACK MU: G-protein coupled receptor kinases and their inhibitors. Expert Opin. Ther. Pat. (2000) 10:917–928.
- PYNE S, PYNE N: Sphingosine 1-phosphate signalling via the endothelial differentiation gene family of G-protein-coupled receptors. Pharmacol. Therapeut. (2000) 88:115–131.
- ITO Y, OGAWA T: Intramolecular aglycon delivery on polymer support: gatekeeper monitored glycosylation. J. Am. Chem. Soc. (1997) 119:5562–5566.
- ••The first demonstration of polymer-tethered glycoside link formation.
- TENNENT-EYLES RJ, DAVIS BG, FAIRBANKS AJ: Peptide templated glycosidic bond formation: a new strategy for oligosaccharide synthesis. Chem. Commun. (1999):1037–1038.
- ••Glycosylation using a stereochemically-defined backbone to control the site and orientation of bond formation.
- TENNANT-EYLES RJ, DAVIS BG, FAIRBANKS AJ: Peptide templated glycosylation reactions. Tetrahedron-Asymmetr. (2000) 11:231–243.
- PARK WKC, AUER M, JAKSCHE H, WONG CH: Rapid combinatorial synthesis of aminoglycoside antibiotic mimetics: use of a polyethylene glycol-linked amine and a neamine-derived aldehyde in multiple component condensation as a strategy for the discovery of new inhibitors of the HIV RNA Rev responsive element. J. Am. Chem. Soc.(1996) 118:10150–10155.
- ••A detailed article describing the syntheticstrategy and experimental protocols for the formation of complex glycosides.
- TSAI CY, PARK WKC, WEITZ-SCHMIDT G, ERNST B, WONG CH: Synthesis of sialyl Lewis X mimetics using the Ugi four-component reaction. Bioorg. Med. Chem. Lett. (1998) 8:2333–2338.
- SCHMIDT D, THIEM J: Sialidase-catalysed transsialylation using polymer-supported solution-phase techniques. Chem. Commun. (2000):1919–1920.
- ••An innovative combination of enzymaticand chemical synthesis.
- VARKI A: Biological roles of oligosaccharides - all of the theories are correct. G/ycobio/ogy (1993) 3:97–130
- MANZOTTI R, TANG S-Y, JANDA KD: Improved synthesis of prostanoids on a non-cross-linked polystyrene soluble support. Tetrahedron (2000) 56:7885–7892.
- HORVATH IT, RABAI J: Facile catalyst separation without water - fluorous biphase hydroformylation of olefins. Science (1994) 266:72–75.
- •The first example of the concept of fluorous synthesis.
- STUDER A, HADIDAS, FERRITTO R et al.: Fluorous synthesis: a fluorous-phase strategy for improving separation efficiency in organic synthesis. Science (1997) 275: 823–826.
- STUDER A, JEGER P, WIPF P, CURRANDP: Fluorous synthesis: fluorous protocols for the Ugi and Biginelli multicomponent condensations. J. Org Chem. (1997) 62:2917–2924.
- BERGBREITER DE, FRANCHINA JG, CASE BL et al.: Fluorous-phase soluble polymeric supports. Comb. Chem. High Thr. Screen. (2000) 3:153–164.
- BERGBREITER DE, FRANCHINA JG, CASE BL: Fluoroacrylate-bound fluorous-phase soluble hydrogenation catalysts. Org. Lett. (2000) 2:393–395.
- BERGBREITER DE: The use of soluble polymers to effect homogeneous catalyst separation and reuse. Catalysis Today (1998) 42:389–397.
- BERGBREITER DE, CASE BL, LIU Y-S, CARAWAY JW: Poly(N-isopropylacrylamide) soluble polymer supports in catalysis and synthesis. Macromolecules (1998) 31:6053–6062.
- ••Demonstration of `smart' phase-switchablepolymers as supports for chemical synthesis.
- DEWITT SH, CZARNIK AW: Combinatorial organic synthesis using Parke-Davis's DIVERSOMER method. Ace. Chem. Res. (1996) 29:114–122.
- KHORANA HG, TENER GM, MOFFAT JG, POL EH: A new approach to the synthesis of polynucleotides. Chem. Ind. (1956):1523.
- ••Citation classic for oligonucleotidesynthesis.
- LETSINGER RL, MAHADEVAN VJ: Oligonucleotide synthesis on a polymer support. J. Am. Chem. Soc. (1965) 87:3526–3227.
- SCHALLER H, WEIMANN G, LERCH B, KHORANA HG: Studies on polynucleotides. XXIV. The stepwise synthesis of specific deoxyribopolynucleotides. Protected derivative of deoxyribonucleosides and new synthesis of deoxyribonucleoside-3' phosphates. J. Am. Chem. Soc. (1963) 85:3821–3827.
- CARUTHERS MH: Chemical synthesis of DNA and DNA analogues. Ace. Chem. Res. (1991) 24:278–284.
- •An update of artificial DNA synthesis methodologies.
- WRIGHT P, LLOYD D, RAPP W, ANDRUS A: Large scale synthesis of oligonucleotides via phosphoramidite nucleosides and a high loaded polystyrene support. Tetrahedron Lett. (1993) 34:3373–3376.
- GHOSH PK, KUMAR P, GUPTA KC: Advances in functionalization of polymer supports for synthesis and modification of oligonucleotides. J. Indian Chem. Soc. (1998) 75:206–218.
- IVANETICH KM, REID RC, PERRY K et al.: Automated purification of synthetic oligonucleotides. Biotechniques (1999) 27:810–823.
- •Thorough practical guide to an important and often overlooked aspect of oligonucleotide chemistry.
- NICOLAOU KC, MITCHELL HJ: Adventures in carbohydrate chemistry: New synthetic technologies, chemical synthesis, molecular design, and chemical biology. Angew. Chem. Int. Ed. Engl. (2001) 40: 1576–1624.
- ••A comprehensive review of carbohydratescience, focusing on novel synthetic routes to highly complex saccharide derivatives.
- SOFIA MJ: Generation of oligosaccharide and glycoconjugate libraries for drug discovery (Review). Drug Disc. Today (1996) 1:27–34.
- •Review covering glycoside library synthesis, predominantly on solid-phase supports, and aspects of glycopeptide conjugate preparations as potential therapeutics.
- SEARS P, WONG CH: Toward automated synthesis of oligosaccharides and glycoproteins. Science (2001) 291:2344–2350.
- ••Review highlighting recent advances incarbohydrate and glycoconjugate chemistry.
- ZHU T, BOONS GJ: A novel and efficient synthesis of a dimeric Le(x) oligosaccharide on polymeric support. J. Am. Chem. Soc. (2000) 122:10222–10223.
- OSBORN HMI, KHAN TH: Recent developments in polymer supported syntheses of oligosaccharides and glycopeptides. Tetrahedron (1999) 55: 1807–1850.
- ••A very thorough review describing in detailthe use of solution- and solid-phase polymers in saccharide chemistry.
- DAVIS BG: Recent developments in oligosaccharide synthesis. J. Chem. Soc. Perkin Trans. 1 (2000):2137–2160.
- ••Detailed review of the many newapproaches now being adopted in preparing complex carbohydrates.
- DAVIS BG: Hand in glove - investigating glycocode. Chem. Ind. (2000):134–138.
- ESFAND R, TOMALIA DA: Poly(amidoamine) (PAMAM) dendrimers: from biomimicry to drug delivery and biomedical applications. Drug Disc. Today (2001) 6:427–436.
- WU C: A comparison between the `coil-to-globule' transition of linear chains and the volume phase transition of spherical microgels. Polymer (1998) 39:4609–4619.
- KLAPPER M, MULLEN K: Controlled polymer synthesis in homogeneous and heterogeneous processes. Macromol Symp. (2001) 163:1–23.
Websites
- www.combi-web.com Combi-Web homepage. Web portal for combinatorial chemistry.
- www.combichemlab.com CombiChemLab homepage. A free online information source for combinatorial chemistry, high throughput synthesis, high and ultra-high throughput screening and lab automation.