The Efficiency of Light-Directed Synthesis of DNA Arrays on Glass Substrates
Abstract
New methods based on photolithography and surface fluorescence were used to determine photodeprotection rates and stepwise yields for light-directed oligonucleotide synthesis using photolabile 5‘-(((α-methyl-2-nitropiperonyl)oxy)carbonyl)(MeNPOC)-2‘-deoxynucleoside phosphoramidites on planar glass substrates. Under near-UV illumination (primarily 365 nm) from a mercury light source, the rate of photoremoval of the MeNPOC protecting group was found to be independent of both the nucleotide and length of the growing oligomer ( t 1/2 = 12 s at 27.5 mW/cm 2 ). A moderate dependence on solvent polarity was observed, with photolysis proceeding most rapidly in the presence of nonpolar solvents or in the absence of solvent (e.g., t 1/2 = 10−13 s at 27.5 mW/cm 2 ). In solution, the photolysis rate was linearly dependent on light intensity over the range 5−50 mW/cm 2 . Average stepwise yields for the synthesis of dodecamer oligonucleotides were in the range of 92−94%, using monomers based on N 6 -(phenoxyacetyl)-2‘-deoxyadenosine, N 2 -isobutyryl-2‘-deoxyguanosine, N 4 -isobutyryl-2‘-deoxycytidine, and thymidine. By comparison, an efficiency of 98%/step was obtained using a conventional 5‘-dimethoxytrityl monomer with acid deprotection on the same support. The lower yields associated with the photochemical process appears to be due to incomplete recovery of free 5‘-hydroxyl groups after photolysis on the support, although high yields of 5‘-OH nucleosides (≥96%) are consistently observed when 5‘-MeNPOC monomers are photolyzed in solution.
Integrity signals
Registry
Cites
Statistics
Claims the paper makes
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
An exponential attenuation model fit to the data gave an averaged stepwise yield of ~97.1%, acceptable compared with previously reported chemical synthesis yields (90 to 98%) and enzymatic synthesis (~97.7%).
“An exponential attenuation model was used to fit the data points in Fig. 2E so that an averaged stepwise yield of ~97.1% was obtained from the equation, which was acceptable compared with previously reported yields for chemical synthesis (90 to 98%) (40, 41) and enzymatic synthesis (~97.7%) (42).”
From Electrochemical DNA synthesis and sequencing on a single electrode with scalability for integrated data storage (2021) · cites this paper as [40]
Cites
Expression monitoring by hybridization to high-density oligonucleotide arrays
Lockhart, D. J., Dong, H., Byrne, M. C., Follettie, M. T., Gallo, M. V., Chee, M. S., Mittmann, M., Wang, C., Kobayashi, M., Norton, H., et al. (1996) · Nature Biotechnology · doi:10.1038/nbt1296-1675 · Cited by 2,841 · see citing works
Light-generated oligonucleotide arrays for rapid DNA sequence analysis.
Pease, A. C., Solas, D. W., Sullivan, E. J., Cronin, M., Holmes, C. P., & Fodor, S. P. A. (1994) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.91.11.5022 · Cited by 1,366 · see citing works
Self-citationDimroth, K., Reichardt, C. L., Siepmann, T., & Bohlmann, F. (1963) · Justus Liebig s Annalen der Chemie · doi:10.1002/jlac.19636610102 · Cited by 1,079 · see citing works
Shoemaker, D. D., Lashkari, D. A., Morris, D., Mittmann, M., & Davis, R. W. (1996) · Nature Genetics · doi:10.1038/ng1296-450 · Cited by 569 · see citing works
Kozal, M. J., Shah, N. A., Shen, N., Robert Che-An, Y. A. N. G., Fucini, R. V., Merigan, T. C., Richman, D. D., Morris, D. G., Hubbell, E. A., Chee, M. S., et al. (1996) · Nature Medicine · doi:10.1038/nm0796-753 · Cited by 527 · see citing works
Hacia, J., Brody, L., Chee, M., Fodor, S., & Collins, F. (1996) · Nature Genetics · doi:10.1038/ng1296-441 · Cited by 505 · see citing works
Self-citationDNA analysis and diagnostics on oligonucleotide microchips.
Yershov, G., Barsky, V. E., Belgovskiy, A., Kirillov, E., Kreindlin, É. Y., Ivanov, I., Parinov, S., Guschin, D. Y., Drobishev, A., Dubiley, S. A., et al. (1996) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.93.10.4913 · Cited by 384 · see citing works
Light-directed synthesis of high-density oligonucleotide arrays using semiconductor photoresists
McGall, G. H., Labadie, J. W., Brock, P. J., Wallraff, G. M., Nguyen, T., & Hinsberg, W. D. (1996) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.93.24.13555 · Cited by 246 · see citing works
Self-citationBarone, A. D., Tang, J. Y., & Caruthers, M. H. (1984) · Nucleic Acids Research · doi:10.1093/nar/12.10.4051 · Cited by 245 · see citing works
Self-citationAn Asymmetric Model for the Nucleosome: A Binding Site for Linker Histones Inside the DNA Gyres
Pruss, D., Bartholomew, B., Persinger, J., Hayes, J. J., Arents, G., Moudrianakis, E. N., & Wolffe, A. P. (1996) · Science · doi:10.1126/science.274.5287.614 · Cited by 235 · see citing works
DNA chips: analysing sequence by hybridization to oligonucleotides on a large scale
Southern, E. M. (1996) · Trends in Genetics · doi:10.1016/0168-9525(96)81422-3 · Cited by 201 · see citing works
Protocols for Oligonucleotides and Analogs
Agrawal, S. (1993) · Humana Press eBooks · doi:10.1385/0896032817 · Cited by 127 · see citing works
Hart, L. M. ‘., Jansen, J. J., Lemkes, H. H. P. J., de Knijff, P., & Maassen, J. A. (1996) · Human Mutation · doi:10.1002/(sici)1098-1004(1996)7:3 · Cited by 105 · see citing works
Kamimura, T., Tsuchiya, M., Urakami, K.-I., Koura, K., Sekine, M., Shinozaki, K., Miura, K., & Hata, T. (1984) · Journal of the American Chemical Society · doi:10.1021/ja00328a042 · Cited by 77 · see citing works
Archibald, A. L. (1996) · Trends in Genetics · doi:10.1016/0168-9525(96)81423-5 · Cited by 16 · see citing works
Flagged first, then by citations
1 of the 16 references couldn’t be matched to a known paper.
Cited by
Sorted by citations
High density synthetic oligonucleotide arrays
Lipshutz, R. J., Fodor, S. P. A., Gingeras, T., & Lockhart, D. J. (1999) · Nature Genetics · doi:10.1038/4447 · Cited by 2,204 · see citing works
Self-citationDNA Microarray Technology: Devices, Systems, and Applications
Heller, M. J. (2002) · Annual Review of Biomedical Engineering · doi:10.1146/annurev.bioeng.4.020702.153438 · Cited by 1,064 · see citing works
Caged compounds: photorelease technology for control of cellular chemistry and physiology
Ellis‐Davies, G. C. R. (2007) · Nature Methods · doi:10.1038/nmeth1072 · Cited by 959 · see citing works
Maskless fabrication of light-directed oligonucleotide microarrays using a digital micromirror array
Singh‐Gasson, S., Green, R. D., Yue, Y., Nelson, C. J., Blattner, F. R., Sussman, M. R., & Cerrina, F. (1999) · Nature Biotechnology · doi:10.1038/13664 · Cited by 733 · see citing works
Engineering Silicon Oxide Surfaces Using Self‐Assembled Monolayers
Onclin, S., Ravoo, B. J., & Reinhoudt, D. N. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200500633 · Cited by 722 · see citing works
N-Heterocyclic Carbenes: A New Concept in Organometallic Catalysis
Herrmann, W. A. (2002) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20020415)41:8 · Cited by 3,764 · see citing works
Bio-Microarray Fabrication Techniques—A Review
Barbulovic-Nad, I., Lucente, M., Sun, Y., Zhang, M., Wheeler, A. R., & Bussmann, M. (2006) · Critical Reviews in Biotechnology · doi:10.1080/07388550600978358 · Cited by 376 · see citing works
Gene Expression Analysis Using Oligonucleotide Arrays Produced by Maskless PhotolithographyPreprint
Nuwaysir, E. F., Huang, W., Albert, T. J., Singh, J., Nuwaysir, K., Pitas, A., Richmond, T., Gorski, T., Berg, J. P., Ballin, J. D., et al. (2002) · Genome Research · doi:10.1101/gr.362402 · Cited by 364 · see citing works
Recent progress in non-native nucleic acid modifications
McKenzie, L. K., El-Khoury, R., Thorpe, J. D., Damha, M. J., & Hollenstein, M. (2021) · Chemical Society Reviews · doi:10.1039/d0cs01430c · Cited by 300 · see citing works
Electron Transfer Initiated Reactions: Bond Formation and Bond Dissociation
Houmam, A. (2008) · Chemical Reviews · doi:10.1021/cr068070x · Cited by 256 · see citing works
Quantifying DNA–protein interactions by double-stranded DNA arrays
Bulyk, M. L., Gentalen, E., Lockhart, D. J., & Church, G. M. (1999) · Nature Biotechnology · doi:10.1038/9878 · Cited by 233 · see citing works
Self-citationHigh-Content Screening: A New Approach to Easing Key Bottlenecks in the Drug Discovery Process
Giuliano, K. A., DeBiasio, R. L., Dunlay, R. T., Gough, A., Volosky, J. M., Zock, J. M., Pavlakis, G. N., & Taylor, D. L. (1997) · SLAS DISCOVERY · doi:10.1177/108705719700200410 · Cited by 229 · see citing works
In situ synthesis of oligonucleotide microarrays
Gao, X., Gülari, E., & Zhou, X. (2004) · Biopolymers · doi:10.1002/bip.20005 · Cited by 208 · see citing works
Very High Density Sensing Arrays
LaFratta, C. N., & Walt, D. R. (2008) · Chemical Reviews · doi:10.1021/cr0681142 · Cited by 205 · see citing works
Fundamentals of DNA Hybridization Arrays for Gene Expression Analysis
Freeman, W. M., Robertson, D. J., & Vrana, K. E. (2000) · BioTechniques · doi:10.2144/00295rv01 · Cited by 193 · see citing works
Individually addressable parallel peptide synthesis on microchips
Pellois, J., Zhou, X., Srivannavit, O., Zhou, T., Gülari, E., & Gao, X. (2002) · Nature Biotechnology · doi:10.1038/nbt723 · Cited by 190 · see citing works
Wavelength-Selective Caged Surfaces: How Many Functional Levels Are Possible?
Miguel, V. S., Bochet, C. G., & del Campo, A. (2011) · Journal of the American Chemical Society · doi:10.1021/ja110572j · Cited by 187 · see citing works
Photolabile protecting groups and linkers
Bochet, C. G. (2001) · Journal of the Chemical Society Perkin Transactions 1 · doi:10.1039/b009522m · Cited by 178 · see citing works
Jung, D., Kapur, R., Adams, T., Giuliano, K. A., Mrksich, M., Craighead, H. G., & Taylor, D. L. (2001) · Critical Reviews in Biotechnology · doi:10.1080/20013891081700 · Cited by 171 · see citing works
Patterning Multiple Aligned Self-Assembled Monolayers Using Light
Ryan, D., Parviz, B. A., Linder, V., Semetey, V., Sia, S. K., Su, J., Mrksich, M., & Whitesides, G. M. (2004) · Langmuir · doi:10.1021/la048443u · Cited by 153 · see citing works
Patterning a Preformed, Reactive SAM Using Microcontact Printing
Yan, L., Zhao, X., & Whitesides, G. M. (1998) · Journal of the American Chemical Society · doi:10.1021/ja980770z · Cited by 132 · see citing works
Hacia, J. G., Sun, B. K., Hunt, N. G., Edgemon, K., Mosbrook, D. M., Robbins, C. M., Fodor, S. P. A., Tagle, D. A., & Collins, F. S. (1998) · Genome Research · doi:10.1101/gr.8.12.1245 · Cited by 123 · see citing works
Self-citationElectrochemically directed synthesis of oligonucleotides for DNA microarray fabrication
Egeland, R. D. (2005) · Nucleic Acids Research · doi:10.1093/nar/gni117 · Cited by 122 · see citing works
Colloidal assemblies on patterned silane layers
Jonas, U., del Campo, A., Krüger, C., Glaßer, G., & Boos, D. (2002) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.082634799 · Cited by 121 · see citing works
del Campo, A., Boos, D., Spiess, H. W., & Jonas, U. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200500092 · Cited by 116 · see citing works
Light-directed 5'->3' synthesis of complex oligonucleotide microarrays
Albert, T. J. (2003) · Nucleic Acids Research · doi:10.1093/nar/gng035 · Cited by 108 · see citing works
Frequency-dependent electrical detection of protein binding events
Clare, T. L., Cai, W., & Hamers, R. J. (2004) · The Analyst · doi:10.1039/b307591e · Cited by 99 · see citing works
Optical technologies for the read out and quality control of DNA and protein microarrays
Schäferling, M., & Nagl, S. (2006) · Analytical and Bioanalytical Chemistry · doi:10.1007/s00216-006-0317-5 · Cited by 93 · see citing works
A Single‐Step Photolithographic Interface for Cell‐Free Gene Expression and Active Biochips
Buxboim, A., Bar‐Dagan, M., Frydman, V., Zbaida, D., Morpurgo, M., & Bar‐Ziv, R. (2007) · Small · doi:10.1002/smll.200600489 · Cited by 93 · see citing works
Yin, J., Hu, H., Wu, Y., & Liu, S. (2010) · Polymer Chemistry · doi:10.1039/c0py00254b · Cited by 92 · see citing works
Amplification and assembly of chip-eluted DNA (AACED): a method for high-throughput gene synthesis
Richmond, K. E. (2004) · Nucleic Acids Research · doi:10.1093/nar/gkh793 · Cited by 90 · see citing works
Kretschy, N., Holik, A., Somoza, V., Stengele, K., & Somoza, M. M. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201502125 · Cited by 87 · see citing works
Charles, P. T., Vora, G. J., Andreadis, J. D., Fortney, A., Meador, C. E., Dulcey, C. S., & Stenger, D. A. (2002) · Langmuir · doi:10.1021/la026347s · Cited by 85 · see citing works
Schlueter, A. J., Bhatia, S. K., Li, X., Tygrett, L. T., Yamashita, Y., de Vries, P., & Waldschmidt, T. J. (2001) · Cytometry · doi:10.1002/1097-0320(20010401)43:4 · Cited by 6 · see citing works
High-throughput DNA synthesis for data storage
Yu, M., Tang, X., Li, Z., Wang, W., Wang, S., Li, M., Yu, Q., Xie, S., Zuo, X., & Chen, C. Q. (2024) · Chemical Society Reviews · doi:10.1039/d3cs00469d · Cited by 90 · see citing works
Sequence-Dependent Fluorescence of Cy3- and Cy5-Labeled Double-Stranded DNA
Kretschy, N., Sack, M., & Somoza, M. M. (2016) · Bioconjugate Chemistry · doi:10.1021/acs.bioconjchem.6b00053 · Cited by 82 · see citing works
Calcium Uncaging with Visible Light
Agarwal, H. K., Janíček, R., Chi, S., Perry, J. W., Ernst Niggli, A., & Ellis‐Davies, G. C. R. (2016) · Journal of the American Chemical Society · doi:10.1021/jacs.5b11606 · Cited by 82 · see citing works
Jang, K., Sato, K., Mawatari, K., Konno, T., Ishihara, K., & Kitamori, T. (2008) · Biomaterials · doi:10.1016/j.biomaterials.2008.11.013 · Cited by 80 · see citing works
Xu, C., Ma, B., Gao, Z., Dong, X., Zhao, C., & Liu, H. (2021) · Science Advances · doi:10.1126/sciadv.abk0100 · Cited by 79 · see citing works
Lackey, J. G., Mitra, D., Somoza, M. M., Cerrina, F., & Damha, M. J. (2009) · Journal of the American Chemical Society · doi:10.1021/ja9002074 · Cited by 77 · see citing works
Dendrimer-Mediated Transfer Printing of DNA and RNA Microarrays
Rożkiewicz, D. I., Brugman, W., Kerkhoven, R. M., Ravoo, B. J., & Reinhoudt, D. N. (2007) · Journal of the American Chemical Society · doi:10.1021/ja073574d · Cited by 77 · see citing works
Microarray oligonucleotide probes.
Kreil, D. P., Russell, R., & Russell, S. (2006) · Methods in Enzymology · doi:10.1016/s0076-6879(06)10004-x · Cited by 74 · see citing works
Efficiency, error and yield in light-directed maskless synthesis of DNA microarrays
Agbavwe, C., Kim, C.-H., Hong, D., Heinrich, K., Wang, T., & Somoza, M. M. (2011) · Journal of Nanobiotechnology · doi:10.1186/1477-3155-9-57 · Cited by 76 · see citing works
Pirrung, M. C., Fallon, L., & McGall, G. H. (1998) · The Journal of Organic Chemistry · doi:10.1021/jo970872s · Cited by 76 · see citing works
Self-citationFabrication of Microarray of Gel-Immobilized Compounds on a Chip by Copolymerization
Vasiliskov, A. V., Timofeev, E. N., Суржиков, С. А., Drobyshev, A. L., Shick, V. V., & Mirzabekov, A. D. (1999) · BioTechniques · doi:10.2144/99273rr06 · Cited by 76 · see citing works
Light‐Triggered Multifunctionality at Surfaces Mediated by Photolabile Protecting Groups
Cui, J., Miguel, V. S., & del Campo, A. (2012) · Macromolecular Rapid Communications · doi:10.1002/marc.201200634 · Cited by 74 · see citing works
Two-Photon Uncaging of Glutamate
Ellis‐Davies, G. C. R. (2019) · Frontiers in Synaptic Neuroscience · doi:10.3389/fnsyn.2018.00048 · Cited by 73 · see citing works
Photoresponsive Polymer Brushes for Hydrophilic Patterning
Brown, A. A., Azzaroni, O., & Huck, W. T. S. (2009) · Langmuir · doi:10.1021/la8032308 · Cited by 73 · see citing works
Rajesh, C. S., Givens, R. S., & Wirz, J. (2000) · Journal of the American Chemical Society · doi:10.1021/ja993070i · Cited by 73 · see citing works
Specific and Nonspecific Hybridization of Oligonucleotide Probes on Microarrays
Binder, H., & Preibisch, S. (2005) · Biophysical Journal · doi:10.1529/biophysj.104.055343 · Cited by 72 · see citing works
LeProust, E. M., Pellois, J., Yu, P., Zhang, H., Gao, X., Srivannavit, O., Gülari, E., & Zhou, X. (2000) · Journal of Combinatorial Chemistry · doi:10.1021/cc000009x · Cited by 70 · see citing works
Photolithographic Synthesis of Peptoids
Li, S., Bowerman, D., Marthandan, N., Klyza, S. J., Luebke, K. J., Garner, H. R., & Kodadek, T. J. (2004) · Journal of the American Chemical Society · doi:10.1021/ja039565w · Cited by 69 · see citing works
Fenniri, H., Chun, S., Ding, L., Zyrianov, Y., & Hallenga, K. (2003) · Journal of the American Chemical Society · doi:10.1021/ja035665q · Cited by 65 · see citing works
Strategies for covalent attachment of DNA to beads
Steinberg, G., Stromsborg, K. E., Thomas, L., Barker, D. L. A., & Zhao, C. (2004) · Biopolymers · doi:10.1002/bip.20006 · Cited by 65 · see citing works
Attachment of benzaldehyde-modified oligodeoxynucleotide probes to semicarbazide-coated glass
Podyminogin, M. A. (2001) · Nucleic Acids Research · doi:10.1093/nar/29.24.5090 · Cited by 64 · see citing works
Jin, L., Horgan, A. M., & Levicky, R. (2003) · Langmuir · doi:10.1021/la034461k · Cited by 63 · see citing works
An introduction to DNA chips: principles, technology, applications and analysis.
Gabig‐Cimińska, M., & Węgrzyn, G. (2001) · Acta Biochimica Polonica · doi:10.18388/abp.2001_3896 · Cited by 63 · see citing works
Puchała, A., Belaj, F., Kappe, C. O., & Bergman, J. (2001) · Journal of Heterocyclic Chemistry · doi:10.1002/jhet.5570380616 · Cited by 60 · see citing works
In Situ Synthesis of Oligonucleotide Arrays by Using Surface Tension
Butler, J. H., Cronin, M. T., Anderson, K. M., Biddison, G., Chatelain, F., Cummer, M., Davi, D. J., Fisher, L., Frauendorf, A., Frueh, F. W., et al. (2001) · Journal of the American Chemical Society · doi:10.1021/ja003758r · Cited by 60 · see citing works
Luebke, K. J. (2003) · Nucleic Acids Research · doi:10.1093/nar/gkg133 · Cited by 58 · see citing works
Naiser, T., Ehler, O., Kayser, J., Mai, T.-M., Michel, W., & Ott, A. (2008) · BMC Biotechnology · doi:10.1186/1472-6750-8-48 · Cited by 56 · see citing works
Peng, L., Zheng, Y., Wang, X., Tong, A., & Xiang, Y. (2015) · Chemistry - A European Journal · doi:10.1002/chem.201406026 · Cited by 57 · see citing works
Thermodynamics of competitive surface adsorption on DNA microarrays
Binder, H. (2006) · Journal of Physics Condensed Matter · doi:10.1088/0953-8984/18/18/s02 · Cited by 57 · see citing works
O'Brien, J. C., Stickney, J. T., & Porter, M. D. (2000) · Journal of the American Chemical Society · doi:10.1021/ja000411f · Cited by 57 · see citing works
Vo‐Dinh, T. (1998) · Sensors and Actuators B Chemical · doi:10.1016/s0925-4005(98)00182-8 · Cited by 55 · see citing works
Discrimination of DNA Hybridization Using Chemical Force Microscopy
Mazzola, L. T., Frank, C. W., Fodor, S. P. A., Mosher, C., Lartius, R. K., & Henderson, E. R. (1999) · Biophysical Journal · doi:10.1016/s0006-3495(99)77447-3 · Cited by 53 · see citing works
Self-citationBanerjee, A., Lee, K., & Falvey, D. E. (1999) · Tetrahedron · doi:10.1016/s0040-4020(99)00754-1 · Cited by 53 · see citing works
Wöll, D., Smirnova, J., Galetskaya, M., Prykota, T., Bühler, J., Stengele, K., Pfleiderer, W., & Steiner, U. E. (2008) · Chemistry - A European Journal · doi:10.1002/chem.200800613 · Cited by 52 · see citing works
Atta, S., Jana, A., Ananthakirshnan, R., & Dhuleep, P. S. N. (2010) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf1027763 · Cited by 52 · see citing works
Synthesis and characterization of thiochromone S,S-dioxides as new photolabile protecting groups
Kitani, S., Sugawara, K., Tsutsumi, K., Morimoto, T., & Kakiuchi, K. (2008) · Chemical Communications · doi:10.1039/b801860j · Cited by 51 · see citing works
Highly Efficient Photolabile Protecting Groups with Intramolecular Energy Transfer
Wöll, D., Smirnova, J., Pfleiderer, W., & Steiner, U. E. (2006) · Angewandte Chemie International Edition · doi:10.1002/anie.200504091 · Cited by 51 · see citing works
PHOTOLITHOGRAPHIC SYNTHESIS OF HIGH-DENSITY OLIGONUCLEOTIDE PROBE ARRAYS
Barone, A. D., Beecher, J. E., Bury, P. A., Chen, C., Doede, T., Fidanza, J. A., & McGall, G. H. (2001) · Nucleosides Nucleotides & Nucleic Acids · doi:10.1081/ncn-100002328 · Cited by 51 · see citing works
Self-citationGestaltung der Siliciumoxidoberfläche durch selbstorganisierte Monoschichten
Onclin, S., Ravoo, B. J., & Reinhoudt, D. N. (2005) · Angewandte Chemie · doi:10.1002/ange.200500633 · Cited by 50 · see citing works
Triplet‐Sensitized Photodeprotection of Oligonucleotides in Solution and on Microarray Chips
Wöll, D., Walbert, S., Stengele, K., Albert, T. J., Richmond, T., Norton, J. E., Singer, M. A., Green, R. D., Pfleiderer, W., & Steiner, U. E. (2004) · Helvetica Chimica Acta · doi:10.1002/hlca.200490015 · Cited by 50 · see citing works
Oligonucleotide Synthesis Using Solution Photogenerated Acids
Gao, X., Yu, P., LeProust, E. M., Sonigo, L., Pellois, J., & Zhang, H. (1998) · Journal of the American Chemical Society · doi:10.1021/ja9827191 · Cited by 49 · see citing works
Park, H. I., & Ming, L. (1999) · Angewandte Chemie · doi:10.1002/(sici)1521-3757(19991004)111:19 · Cited by 5 · see citing works
Photoelectrochemical synthesis of DNA microarrays
Chow, B. Y., Emig, C. J., & Jacobson, J. M. (2009) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0813011106 · Cited by 48 · see citing works
Sequence-Dependent Fluorescence of Cyanine Dyes on Microarrays
Agbavwe, C., & Somoza, M. M. (2011) · PLoS ONE · doi:10.1371/journal.pone.0022177 · Cited by 47 · see citing works
Sack, M., Hölz, K., Holik, A., Kretschy, N., Somoza, V., Stengele, K., & Somoza, M. M. (2016) · Journal of Nanobiotechnology · doi:10.1186/s12951-016-0166-0 · Cited by 46 · see citing works
FT-IR study of the hydrolysis and condensation of 3-(2-amino-ethylamino)propyl-trimethoxy silane
Rubio, J., Mazo, M. A., Martín-Illana, A., & Tamayo, A. (2017) · Boletín de la Sociedad Española de Cerámica y Vidrio · doi:10.1016/j.bsecv.2017.11.003 · Cited by 46 · see citing works
In situ oligonucleotide synthesis on carbon materials: stable substrates for microarray fabrication
Phillips, M. F., Lockett, M. R., Rodesch, M. J., Shortreed, M. R., Cerrina, F., & Smith, L. M. (2007) · Nucleic Acids Research · doi:10.1093/nar/gkm1103 · Cited by 45 · see citing works
Binder, H., Preibisch, S., & Kirsten, T. (2005) · Langmuir · doi:10.1021/la051231s · Cited by 45 · see citing works
Protein patterning by maskless photolithography on hydrophilic polymer-grafted surface
Shin, D., Lee, K., Jang, K., Kim, J.-K., Chung, W., Kim, Y.-K., & Lee, Y. (2003) · Biosensors and Bioelectronics · doi:10.1016/s0956-5663(03)00228-8 · Cited by 44 · see citing works
Position dependent mismatch discrimination on DNA microarrays – experiments and model
Naiser, T., Kayser, J., Mai, T.-M., Michel, W., & Ott, A. (2008) · BMC Bioinformatics · doi:10.1186/1471-2105-9-509 · Cited by 48 · see citing works
High-Density GeneChip Oligonucleotide Probe Arrays
McGall, G. H., & Christians, F. C. (2002) · Advances in biochemical engineering, biotechnology · doi:10.1007/3-540-45713-5_2 · Cited by 43 · see citing works
Self-citationImmobilization of DNA on Microarrays
Heise, C., & Bier, F. F. (2005) · Springer eBooks · doi:10.1007/128_007 · Cited by 42 · see citing works
Ahmad, S. A. A., Wong, L. S., Ul-Haq, E., Hobbs, J. K., Leggett, G. J., & Micklefield, J. (2011) · Journal of the American Chemical Society · doi:10.1021/ja1103662 · Cited by 41 · see citing works
High density peptide microarrays. In situ synthesis and applications
Gao, X., Pellois, J., Na, Y., Kim, Y., Gülari, E., & Zhou, X. (2004) · Molecular Diversity · doi:10.1023/b:modi.0000036233.58271.25 · Cited by 41 · see citing works
Photolithographic synthesis of cyclic peptide arrays using a differential deprotection strategy
Li, S., Marthandan, N., Bowerman, D., Garner, H. R., & Kodadek, T. J. (2005) · Chemical Communications · doi:10.1039/b415578e · Cited by 41 · see citing works
Characterization of oligodeoxyribonucleotide synthesis on glass plates
LeProust, E. M. (2001) · Nucleic Acids Research · doi:10.1093/nar/29.10.2171 · Cited by 41 · see citing works
Applications of DNA chips for genomic analysis
Hacia, J., Brody, L. C., & Collins, F. S. (1998) · Molecular Psychiatry · doi:10.1038/sj.mp.4000475 · Cited by 41 · see citing works
Jana, A., Atta, S., Sarkar, S. K., & Singh, N. D. P. (2010) · Tetrahedron · doi:10.1016/j.tet.2010.10.090 · Cited by 40 · see citing works
Anthracene-9-methanol—a novel fluorescent phototrigger for biomolecular caging
Singh, A. K., & Khade, P. K. (2005) · Tetrahedron Letters · doi:10.1016/j.tetlet.2005.06.026 · Cited by 40 · see citing works
Kahl, J. D., & Greenberg, M. M. (1999) · Journal of the American Chemical Society · doi:10.1021/ja983273r · Cited by 40 · see citing works
Analysing genetic information with DNA arrays
Case-Green, S. C., Mir, K. U., Pritchard, C. E., & Southern, E. M. (1998) · Current Opinion in Chemical Biology · doi:10.1016/s1367-5931(98)80016-1 · Cited by 40 · see citing works
The Surface Science of Microarray Generation–A Critical Inventory
Brittain, W. J., Brandsetter, T., Prucker, O., & Rühe, J. (2019) · ACS Applied Materials & Interfaces · doi:10.1021/acsami.9b06838 · Cited by 39 · see citing works
Soft-UV Photolithography using Self-Assembled Monolayers
Critchley, K., Zhang, L., Fukushima, H., Ishida, M., Shimoda, T., Bushby, R. J., & Evans, S. D. (2006) · The Journal of Physical Chemistry B · doi:10.1021/jp0630370 · Cited by 39 · see citing works
Synthesis of photolabile 2-(2-nitrophenyl)propyloxycarbonyl protected amino acids
Bhushan, K. R., DeLisi, C., & Laursen, R. A. (2003) · Tetrahedron Letters · doi:10.1016/j.tetlet.2003.09.155 · Cited by 39 · see citing works
The pixyl (Px) group: A novel photocleavable protecting group for primary alcohols
Misetic, A., & Boyd, M. K. (1998) · Tetrahedron Letters · doi:10.1016/s0040-4039(98)00013-6 · Cited by 38 · see citing works
Lee, K., & Falvey, D. E. (2000) · Journal of the American Chemical Society · doi:10.1021/ja9939441 · Cited by 38 · see citing works
- Authors
- McGall, G. H., Barone, A. D., Diggelmann, M., Fodor, S. P. A., Gentalen, E., & Ngo, N.
- Affiliations
- Affymetrix (United States) (US)
- ORCID
- Gentalen, Erik
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 1997-06-01
- Volume
- 119
- Issue
- 22
- Pages
- 5081-5090
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2071451059
- Cited by
- 282
- References
- 16
- Citations by year
- 2026: 1 · 2025: 4 · 2024: 5 · 2023: 6 · 2022: 1 · 2021: 3 · 2020: 2 · 2019: 7 · 2018: 4 · 2017: 4 · 2016: 9 · 2015: 6 · 2014: 3 · 2013: 6 · 2012: 11
- FWCI
- 4.95
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the American Chemical Society (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › DNA and Nucleic Acid Chemistry
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Advanced biosensing and bioanalysis techniques
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Chemical Synthesis and Analysis
- Keywords
- DNA microarrays, glass substrates, photolabile protecting groups, surface fluorescence, photolithography, nucleoside phosphoramidites, solvent polarity effects
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
