Torrey Pines Research Articles

Dendroclimatology of Torrey Pine (Pinus torreyana Parry ex Carr.)

-Torrey pine (Pinus torreyana Parry ex Carr.) has one of the most limited geographical ranges and population size in the Pinus genus: it is present only on Santa Rosa Island and on the coast between San Diego and Del Mar. Because the survival of Torrey pine within its limited natural distribution depends on the health and climatic sensitivity of the adult tree population, we performed a dendroclimatological study to quantify the long-term response of dominant trees to climate. A 168-yr tree-ring chronology (1827-1994) was developed using a total of 28 increment cores extracted from 17 trees at Torrey Pines State Reserve, San Diego, California. Tree-ring samples were visually and numerically crossdated to assign accurate calendar years to each growth increment. Annual tree growth was highly and directly related to precipitation falling between the previous November and the current April. Temperature was not a significant predictor of tree growth. At seasonal scale, tree growth was highly and directly related to winter and spring precipitation, and was also significantly correlated to summer fog. However, when combined with winter and spring precipitation in multiple regression models, summer fog was not a significant predictor of tree growth. Total November through April precipitation explained a larger amount of variance after 1900 (64% in 1900-1949, 70% in 1950-1994) than before 1900 (48% in 1850-1899). The spatial correlation with western North America winter and spring precipitation, as well as with published tree-ring chronologies, reveals a link with the American Southwest. Global correlation maps with winter sea level pressure and sea surface temperature indicate that Torrey pine growth benefits from a southerly displaced North Pacific storm track and from warmer ocean water further south, suggesting a connection with increased transport of lower latitude moisture.

Reactive Immunization Strategy Generates Antibodies with High Catalytic Proficiencies

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTReactive Immunization Strategy Generates Antibodies with High Catalytic ProficienciesChih-Hung L. Lo, Paul Wentworth, Kyung Woon Jung, Juyoung Yoon, Jon A. Ashley, and Kim D. JandaView Author Information Department of Chemistry The Scripps Research Institute and The Skaggs Institute for Chemical Biology 10550 North Torrey Pines Road La Jolla, California 92037Cite this: J. Am. Chem. Soc. 1997, 119, 42, 10251–10252Publication Date (Web):October 22, 1997Publication History Received5 May 1997Published online22 October 1997Published inissue 1 October 1997https://doi.org/10.1021/ja971442mCopyright © 1997 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views330Altmetric-Citations39LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit Read OnlinePDF (64 KB) Get e-AlertsSupporting Info (1)»Supporting Information Supporting Information SUBJECTS:Biopolymers,Catalysts,Hydrolysis,Immunology,Peptides and proteins Get e-Alerts

Intramolecular Hydrogen Bonding Controls the Exchange Rates of Guests in a Cavitand

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTIntramolecular Hydrogen Bonding Controls the Exchange Rates of Guests in a CavitandDmitry M. Rudkevich, Göran Hilmersson, and Julius RebekView Author Information The Skaggs Institute for Chemical Biology and The Department of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Rd., La Jolla, California 92037 Cite this: J. Am. Chem. Soc. 1997, 119, 41, 9911–9912Publication Date (Web):October 15, 1997Publication History Received16 May 1997Published online15 October 1997Published inissue 1 October 1997https://doi.org/10.1021/ja971592xCopyright © 1997 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views1121Altmetric-Citations103LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit Read OnlinePDF (168 KB) Get e-AlertsSUBJECTS:Absorption,Chemical structure,Molecules,Noncovalent interactions,Solvents Get e-Alerts

Synthesis of Prostaglandin E2 Methyl Ester on a Soluble-Polymer Support for the Construction of Prostanoid Libraries

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTSynthesis of Prostaglandin E2 Methyl Ester on a Soluble-Polymer Support for the Construction of Prostanoid LibrariesShaoqing Chen and Kim D. JandaView Author Information Department of Chemistry, The Scripps Research Institute and Skaggs Institute for Chemical Biology 10550 North Torrey Pines Road, La Jolla, California 92037 Cite this: J. Am. Chem. Soc. 1997, 119, 37, 8724–8725Publication Date (Web):September 17, 1997Publication History Received20 May 1997Published online17 September 1997Published inissue 1 September 1997https://doi.org/10.1021/ja971634hCopyright © 1997 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views561Altmetric-Citations63LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit Read OnlinePDF (112 KB) Get e-AlertsSupporting Info (1)»Supporting Information Supporting Information SUBJECTS:Alcohols,Alkyls,Lipids,Organic compounds,Polymers Get e-Alerts

Do posttranslational modifications of CuZnSOD lead to sporadic amyotrophic lateral sclerosis?

Annals of NeurologyVolume 42, Issue 2 p. 135-137 Point of View Do posttranslational modifications of CuZnSOD lead to sporadic amyotrophic lateral sclerosis? Dr Dale E. Bredesen MD, Corresponding Author Dr Dale E. Bredesen MD Program on Aging, The Burnham Institute, La Jolla, University of California, Los AngelesProgram on Aging, Burnham Institute, 10901 N. Torrey Pines Rd, La Jolla, CA 92037Search for more papers by this authorLisa M. Ellerby PhD, Lisa M. Ellerby PhD Program on Aging, The Burnham Institute, La Jolla, University of California, Los AngelesSearch for more papers by this authorP. John Hart PhD, P. John Hart PhD UCLA-DOE Laboratory of Structural Biology and Molecular Medicine, University of California, Los Angeles, CASearch for more papers by this authorMartina Wiedau-Pazos MD. PhD, Martina Wiedau-Pazos MD. PhD Department of Chemistry and Biochemistry, University of California, Los Angeles, CASearch for more papers by this authorJoan Selverstone Valentine PhD, Joan Selverstone Valentine PhD Department of Chemistry and Biochemistry, University of California, Los Angeles, CASearch for more papers by this author Dr Dale E. Bredesen MD, Corresponding Author Dr Dale E. Bredesen MD Program on Aging, The Burnham Institute, La Jolla, University of California, Los AngelesProgram on Aging, Burnham Institute, 10901 N. Torrey Pines Rd, La Jolla, CA 92037Search for more papers by this authorLisa M. Ellerby PhD, Lisa M. Ellerby PhD Program on Aging, The Burnham Institute, La Jolla, University of California, Los AngelesSearch for more papers by this authorP. John Hart PhD, P. John Hart PhD UCLA-DOE Laboratory of Structural Biology and Molecular Medicine, University of California, Los Angeles, CASearch for more papers by this authorMartina Wiedau-Pazos MD. PhD, Martina Wiedau-Pazos MD. PhD Department of Chemistry and Biochemistry, University of California, Los Angeles, CASearch for more papers by this authorJoan Selverstone Valentine PhD, Joan Selverstone Valentine PhD Department of Chemistry and Biochemistry, University of California, Los Angeles, CASearch for more papers by this author First published: 08 October 2004 https://doi.org/10.1002/ana.410420202Citations: 24AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat Citing Literature Volume42, Issue2August 1997Pages 135-137 RelatedInformation

Antibody-Catalyzed Enantioselective Robinson Annulation

The Skaggs Institute for Chemical Biologyand the Department of Molecular BiologyThe Scripps Research Institute10550 North Torrey Pines Road, La Jolla, California 92037Laboratory for Bioorganic ChemistryThe Sloan-Kettering Institute for Cancer Research1275 York AVenue, New York, New York 10021ReceiVed March 25, 1997We report an antibody that is remarkable in that it catalyzesboth steps of an important synthetic transformation, the Rob-inson annulation. The Robinson annulation which accomplishes,in net terms, the conversion of a f c occupies a key role inorganic synthesis.

Recovery of polypeptides cleaved from purified calmodulin-binding peptide fusion proteins.

BioTechniquesVol. 22, No. 3 BenchmarksOpen AccessRecovery of Polypeptides Cleaved from Purified Calmodulin-Binding Peptide Fusion ProteinsPeter Vaillancourt, Timothy G. Simcox & Chao-Feng ZhengPeter Vaillancourt*Address correspondence to Peter Vaillancourt, Stratagene, 11011 N. Torrey Pines Rd., La Jolla, CA 92037, USA. Internet: E-mail Address: peter_vaillancourt@stratageneStratagene, La Jolla, CA, USASearch for more papers by this author, Timothy G. SimcoxStratagene, La Jolla, CA, USASearch for more papers by this author & Chao-Feng ZhengStratagene, La Jolla, CA, USASearch for more papers by this authorPublished Online:7 Aug 2018https://doi.org/10.2144/97223bm17AboutSectionsPDF/EPUB ToolsAdd to favoritesDownload CitationsTrack Citations ShareShare onFacebookTwitterLinkedInRedditEmail FiguresReferencesRelatedDetailsCited ByProteins without unique 3D structures: Biotechnological applications of intrinsically unstable/disordered proteins6 October 2014 | Biotechnology Journal, Vol. 10, No. 3Sweeping Away Protein Aggregation with Entropic Bristles: Intrinsically Disordered Protein Fusions Enhance Soluble Expression5 September 2012 | Biochemistry, Vol. 51, No. 37Mathematical Modeling of Protein Chromatograms18 November 2011 | Chemical Engineering & Technology, Vol. 35, No. 1Strategy for selecting and characterizing linker peptides for CBM9-tagged fusion proteins expressed inEscherichia coli1 January 2007 | Biotechnology and Bioengineering, Vol. 98, No. 3A novel two-zone protein uptake model for affinity chromatography and its application to the description of elution band profiles of proteins fused to a family 9 cellulose binding module affinity tagJournal of Chromatography A, Vol. 1160, No. 1-2[22] Affinity purification of recombinant proteins fused to calmodulin or to calmodulin-binding peptidesInfluence of the Amino Acid Residue Downstream of (Asp)4Lys on Enterokinase Cleavage of a Fusion ProteinAnalytical Biochemistry, Vol. 269, No. 1Human α-endosulfine, a possible regulator of sulfonylurea-sensitive K ATP channel: Molecular cloning, expression and biological properties7 July 1998 | Proceedings of the National Academy of Sciences, Vol. 95, No. 14 Vol. 22, No. 3 Follow us on social media for the latest updates Metrics Downloaded 207 times History Published online 7 August 2018 Published in print March 1997 Information© 2018 Author(s)PDF download

Antibody-Catalyzed Cationic Reactions: Rerouting of Chemical Transformations via Antibody Catalysis

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAntibody-Catalyzed Cationic Reactions: Rerouting of Chemical Transformations via Antibody CatalysisTingyu Li, Richard A. Lerner, and Kim D. JandaView Author Information Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 N. Torrey Pines Road, La Jolla, California 92037Cite this: Acc. Chem. Res. 1997, 30, 3, 115–121Publication Date (Web):March 13, 1997Publication History Received6 August 1996Published online13 March 1997Published inissue 1 March 1997https://doi.org/10.1021/ar960172uCopyright © 1997 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views254Altmetric-Citations22LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit Read OnlinePDF (305 KB) Get e-AlertsSUBJECTS:Biopolymers,Catalysts,Cyclization,Immunology,Peptides and proteins Get e-Alerts

Remodeling of a catalytic antibody through mutagenesis and selection : Donal Hivert, The Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10666 North Torrey Pines Road, MB 15, La Jolla, CA 92037, USA

Remodeling of a catalytic antibody through mutagenesis and selection : Donal Hivert, The Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10666 North Torrey Pines Road, MB 15, La Jolla, CA 92037, USA

Role of chain pairing and peptide occupancy for the production of functional soluble IA MHC class II molecules : Christopher Scottc, Christopher Garciac, Frank Carboneb, Ian Wilsonc, Luc Teytona, aP.R.I.R.W. Johnson, bMonash University, Australia, cDepartment of Molecular Biology, The Scripps Research Institute, 10666 North Torrey Pines Road, La Jolla, CA 92037, USA

Role of chain pairing and peptide occupancy for the production of functional soluble IA MHC class II molecules : Christopher Scottc, Christopher Garciac, Frank Carboneb, Ian Wilsonc, Luc Teytona, aP.R.I.R.W. Johnson, bMonash University, Australia, cDepartment of Molecular Biology, The Scripps Research Institute, 10666 North Torrey Pines Road, La Jolla, CA 92037, USA

Structures of catalytic and anti-peptide antibody binding sites : Ian A. Wilson, Robyn L. Stanfield, Matthew R. Haynes, Jayant B. Ghiara, Hongmei Li, Andreas Heine, Enrico A. Stura, The Scripps Research Institute, Department of Molecular Biology, 10666 North Torrey Pines Road, La Jolla, California 92037, USA

Structures of catalytic and anti-peptide antibody binding sites : Ian A. Wilson, Robyn L. Stanfield, Matthew R. Haynes, Jayant B. Ghiara, Hongmei Li, Andreas Heine, Enrico A. Stura, The Scripps Research Institute, Department of Molecular Biology, 10666 North Torrey Pines Road, La Jolla, California 92037, USA

Aircraft noise rating by A-weighted sound exposure level, sidewise 1000 ft

The U.S. Marine Corps scheduled demonstration helicopter flybys for 7 and 8 December 1995 over the City of Del Mar, CA, and Torrey Pines State Reserve to the south, and other cities also. Residents were invited to comment on noise; this paper is based on my measurements and comments. City of Del Mar Regulation 9.20.03 provides that the 1-h average sound level beyond the property on which noise is produced shall not exceed 50 dB, from 7 a.m. to 10 p.m. Noise at Torrey Pines was monitored continuously for 10 days. During the scheduled times on 7 and 8 December there were fourteen 1-h average sound levels greater than 55 dB; during 7 of those hours, the 1-h average sound level was greater than 60 dB. The Torrey Pines monitoring site was about 2500 ft from the Seawolf track south of Del Mar, on which some of the helicopters flew at a scheduled altitude of 1000 ft outbound, 500 ft inbound. To provide a common basis for comparison, measurements were interpreted to yield the A-weighted sound exposure level (SEL) at a sidewise distance of 1000 ft from a helicopter. For the CH46E helicopter the typical SEL was 90 dB; for the CH53E helicopter, it was 97 dB.

Academic plastic surgery: perspectives in a changing health care environment.

Scripps Clinic and Research Foundation 10666 North Torrey Pines Road La Jolla, Calif. 92037 Scripps Clinic and Research Foundation. Received for publication August 10, 1995. Delivered as Presidential Address to the 74th Annual Meeting of the American Association of Plastic Surgeons, in Coronado, California, in May of 1995. The author acknowledges the assistance of Robert Seidman, Ph.D., Associate Professor of Public Health, San Diego State University, San Diego, California. Stephen H. Miller, M.D. Scripps Clinic and Research Foundation 10666 North Torrey Pines Road La Jolla, Calif. 92037

Soluble Polymer-Bound Ligand-Accelerated Catalysis: Asymmetric Dihydroxylation

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTSoluble Polymer-Bound Ligand-Accelerated Catalysis: Asymmetric DihydroxylationHyunsoo Han and Kim D. JandaView Author Information The Scripps Research Institute Departments of Molecular Biology and Chemistry and The Skaggs Institute of Chemical Biology 10550 North Torrey Pines Road La Jolla, California 92037 Cite this: J. Am. Chem. Soc. 1996, 118, 32, 7632–7633Publication Date (Web):August 14, 1996Publication History Received12 March 1996Published online14 August 1996Published inissue 1 January 1996https://doi.org/10.1021/ja9608095Copyright © 1996 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views773Altmetric-Citations125LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit Read OnlinePDF (105 KB) Get e-AlertsSupporting Info (2)»Supporting Information Supporting Information SUBJECTS:Catalysts,Homopolymers,Hydrocarbons,Ligands,Polymers Get e-Alerts

Albumin-Catalyzed Proton Transfer

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTAlbumin-Catalyzed Proton TransferKazuya Kikuchi, Simon N. Thorn, and Donald HilvertView Author Information Departments of Chemistry and Molecular Biology The Scripps Research Institute 10550 North Torrey Pines Road La Jolla, California 92037 Cite this: J. Am. Chem. Soc. 1996, 118, 34, 8184–8185Publication Date (Web):August 28, 1996Publication History Received22 May 1996Published online28 August 1996Published inissue 1 January 1996https://doi.org/10.1021/ja9617395Copyright © 1996 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views444Altmetric-Citations53LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit Read OnlinePDF (118 KB) Get e-AlertsSUBJECTS:Biopolymers,Catalysts,Immunology,Monomers,Peptides and proteins Get e-Alerts

Alternative Synthesis of the Cycloisodityrosine Subunit of Deoxybouvardin, RA-VII, and Related Agents: Reassignment of the Stereochemistry of Prior Intermediates

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTAlternative Synthesis of the Cycloisodityrosine Subunit of Deoxybouvardin, RA-VII, and Related Agents: Reassignment of the Stereochemistry of Prior IntermediatesDale L. Boger and Jiacheng ZhouView Author Information Department of Chemistry, The Scripps Research Institute, 10666 North Torrey Pines Road, La Jolla, California 92037 Cite this: J. Org. Chem. 1996, 61, 12, 3938–3939Publication Date (Web):June 14, 1996Publication History Received29 February 1996Published online14 June 1996Published inissue 1 January 1996https://doi.org/10.1021/jo9604144Copyright © 1996 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views354Altmetric-Citations30LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit Read OnlinePDF (249 KB) Get e-AlertsSupporting Info (1)»Supporting Information Supporting Information SUBJECTS:Amines,Cyclization,Molecular structure,Organic compounds,Stereochemistry Get e-Alerts

Molar Scale Synthesis of Enantiopure Stilbene Oxide.

ADVERTISEMENT RETURN TO ISSUEPREVNoteNEXTMolar Scale Synthesis of Enantiopure Stilbene OxideHan-Ting Chang and K. Barry SharplessView Author Information Department of Chemistry, The Scripps Research Institute, 10666 N. Torrey Pines Road, La Jolla, California 92037 Cite this: J. Org. Chem. 1996, 61, 18, 6456–6457Publication Date (Web):September 6, 1996Publication History Received18 April 1996Published online6 September 1996Published inissue 1 January 1996https://doi.org/10.1021/jo960718qCopyright © 1996 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views702Altmetric-Citations33LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit Read OnlinePDF (94 KB) Get e-AlertsSUBJECTS:Ethers,Hydrocarbons,Inorganic carbon compounds,Oxides,Phytochemistry Get e-Alerts

Olefin Metathesis in Cyclic Ether Formation. Direct Conversion of Olefinic Esters to Cyclic Enol Ethers with Tebbe-Type Reagents

Department of Chemistry, The Scripps Research Institute 10666 North Torrey Pines Road, La Jolla, California 92037 Department of Chemistry and Biochemistry UniVersity of California, San Diego 9500 Gilman DriVe, La Jolla, California 92093 ReceiVed October 17, 1995 The olefin metathesis reaction1 is rapidly emerging as a powerful tool in organic synthesis.2 Of particular interest are ring forming metathesis reactions catalyzed by transition metal complexes, several elegant examples of which have recently appeared.3 Despite the successes of this general approach to ring construction, much remains to be improved in terms of scope, convenience, and generality. In this communication we report a new strategy, based on the olefin metathesis reaction, for the generation of cyclic enol ethers directly from olefin esters4 using the Tebbe5 or the Petasis reagents.6 Scheme 1 shows the general concept7 for the envisioned Tebbe-reagent-mediated transformation of olefinic esters of type I to cyclic enol ethers of type VI. Thus it was anticipated that the initially formed enol ether II would react with a second molecule of the Tebbe reagent to afford the titanacyclobutane III, fragmentation of which would then lead to titanium alkylidene IV. Intramolecular reaction of IV was then expected to lead to titanacyclobutane V, whose regioselective fragmentation as shown should allow an entry to the desired cyclic enol ethers VI via olefin metathesis. Implementation of this strategy using olefinic ester 1 leads to the formation of cyclic enol ether 3 via the initially formed methylenation product 2 in 71% overall yield (Scheme 2). The intermediacy of compound 2 was proven by isolation and full spectral characterization followed by conversion to 3 under the influence of the Tebbe reagent. The generality and scope of this new process was investigated by employing a variety of substrates. As illustrated in Table 1, the reaction can deliver a series of sixand seven-membered cyclic enol ethers in good yields (entries 1-3 and 10-12, respectively). In addition to these findings, the important observation of the open-chain products shown in entries 6-9 (Table 1) was made. These hydroxy exomethylenic compounds are presumably obtained by sequential hydrolysis and olefination of the initially formed cyclic enol ethers.8 Apparently the lability of the enol ether products depends on their precise environment and the reaction conditions, a circumstance that

Recent Advances in the Chemoenzymatic Synthesis of Carbohydrates and Carbohydrate Mimetics.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTRecent Advances in the Chemoenzymatic Synthesis of Carbohydrates and Carbohydrate MimeticsHarrie J. M. Gijsen, Lei Qiao, Wolfgang Fitz, and Chi-Huey WongView Author Information Department of Chemistry, The Scripps Research Institute, 10666 North Torrey Pines Road, La Jolla, California 92037 Cite this: Chem. Rev. 1996, 96, 1, 443–474Publication Date (Web):February 1, 1996Publication History Received30 May 1995Revised31 August 1995Published online1 February 1996Published inissue 1 January 1996https://doi.org/10.1021/cr950031qCopyright © 1996 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views2808Altmetric-Citations343LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit Read OnlinePDF (2 MB) Get e-AlertsSUBJECTS:Aldehydes,Aldol reactions,Carbohydrates,Oligosaccharides,Peptides and proteins Get e-Alerts

RECOGNITION OF BACTERIAL COMPONENTS AT THE CELL SURFACE

Department of Immunology, The Scripps Research Institute 10666 North Torrey Pines Road, La Jolla CA 92037 USA