Synthesis of all-hydrocarbon stapled α-helical peptides by ring-closing olefin metathesis

The Protein Data Bank

Berman, H. M. (2000) · Nucleic Acids Research · doi:10.1093/nar/28.1.235 · Cited by 40,196 · see citing works

Protein Identification and Analysis Tools on the ExPASy Server

Gasteiger, E., Hoogland, C., Gattiker, A., Duvaud, S., Wilkins, M. R., Appel, R. D., & Bairoch, A. (2005) · Humana Press eBooks · doi:10.1385/1-59259-890-0:571 · Cited by 10,133 · see citing works

Protein Identification and Analysis Tools in the ExPASy Server

Wilkins, M. R., Gasteiger, E., Bairoch, A., Sanchez, J., Williams, K. L., Appel, R. D., & Hochstrasser, D. F. (2003) · Humana Press eBooks · doi:10.1385/1-59259-584-7:531 · Cited by 6,209 · see citing works

The Proteomics Protocols Handbook

Walker, J. M. (2005) · Humana Press eBooks · doi:10.1385/1592598900 · Cited by 3,600 · see citing works

1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive

Carpino, L. A. (1993) · Journal of the American Chemical Society · doi:10.1021/ja00063a082 · Cited by 1,494 · see citing works

Activation of Apoptosis in Vivo by a Hydrocarbon-Stapled BH3 Helix

Walensky, L. D., Kung, A. L., Escher, I., Malia, T. J., Barbuto, S., Wright, R. D., Wagner, G., Verdine, G. L., & Korsmeyer, S. J. (2004) · Science · doi:10.1126/science.1099191 · Cited by 1,349 · see citing works

An All-Hydrocarbon Cross-Linking System for Enhancing the Helicity and Metabolic Stability of Peptides

Schafmeister, C. E., Po, J., & Verdine, G. L. (2000) · Journal of the American Chemical Society · doi:10.1021/ja000563a · Cited by 1,037 · see citing works

Direct inhibition of the NOTCH transcription factor complex

Moellering, R. E., Cornejo, M., Davis, T. N., Bianco, C. D., Aster, J. C., Blacklow, S. C., Kung, A. L., Gilliland, D. G., Verdine, G. L., & Bradner, J. E. (2009) · Nature · doi:10.1038/nature08543 · Cited by 752 · see citing works

BAX activation is initiated at a novel interaction site

Gavathiotis, E., Suzuki, M., Davis, M. L., Pitter, K., Bird, G. H., Katz, S. G., Tu, H.-C., Kim, H., Cheng, E. H.-Y., Tjandra, N., et al. (2008) · Nature · doi:10.1038/nature07396 · Cited by 700 · see citing works

Control of peptide conformation by the Thorpe-Ingold effect (C?-tetrasubstitution)

Toniolo, C., Crisma, M., Formaggio, F., & Peggion, C. (2001) · Biopolymers · doi:10.1002/1097-0282(2001)60:6 · Cited by 672 · see citing works

Highly Efficient Synthesis of Covalently Cross-Linked Peptide Helices by Ring-Closing Metathesis

Blackwell, H. E., & Grubbs, R. H. (1998) · Angewandte Chemie International Edition · doi:10.1002/(sici)1521-3773(19981217)37:23 · Cited by 567 · see citing works

Reactivation of the p53 Tumor Suppressor Pathway by a Stapled p53 Peptide

Bernal, F., Tyler, A. F., Korsmeyer, S. J., Walensky, L. D., & Verdine, G. L. (2007) · Journal of the American Chemical Society · doi:10.1021/ja0693587 · Cited by 559 · see citing works

Optical Rotation And The Conformation Of Polypeptides And Proteins

Urnes, P., & Doty, P. M. (1962) · Advances in protein chemistry · doi:10.1016/s0065-3233(08)60033-9 · Cited by 448 · see citing works

The MCL-1 BH3 helix is an exclusive MCL-1 inhibitor and apoptosis sensitizer

Stewart, M. L., Fire, E., Keating, A. E., & Walensky, L. D. (2010) · Nature Chemical Biology · doi:10.1038/nchembio.391 · Cited by 418 · see citing works

A Stapled BID BH3 Helix Directly Binds and Activates BAX

Walensky, L. D., Pitter, K., Morash, J., Oh, K. J., Barbuto, S., Fisher, J., Smith, E., Verdine, G. L., & Korsmeyer, S. J. (2006) · Molecular Cell · doi:10.1016/j.molcel.2006.08.020 · Cited by 383 · see citing works

The Challenge of Drugging Undruggable Targets in Cancer: Lessons Learned from Targeting BCL-2 Family Members

Verdine, G. L., & Walensky, L. D. (2007) · Clinical Cancer Research · doi:10.1158/1078-0432.ccr-07-2184 · Cited by 362 · see citing works

Hydrocarbon double-stapling remedies the proteolytic instability of a lengthy peptide therapeutic

Bird, G. H., Madani, N., Perry, A. F., Princiotto, A. M., Supko, J. G., He, X., Gavathiotis, E., Sodroski, J., & Walensky, L. D. (2010) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.1002713107 · Cited by 345 · see citing works

Dual role of proapoptotic BAD in insulin secretion and beta cell survival

Danial, N. N., Walensky, L. D., Zhang, C.-Y., Choi, C. S., Fisher, J. K., Molina, A. J. A., Datta, S. R., Pitter, K. L., Bird, G. H., Wikstrom, J. D., et al. (2008) · Nature Medicine · doi:10.1038/nm1717 · Cited by 307 · see citing works

Contemporary strategies for the stabilization of peptides in the α-helical conformation

Henchey, L. K., Jochim, A. L., & Arora, P. S. (2008) · Current Opinion in Chemical Biology · doi:10.1016/j.cbpa.2008.08.019 · Cited by 289 · see citing works

A Stapled p53 Helix Overcomes HDMX-Mediated Suppression of p53

Bernal, F., Wade, M. R., Godes, M., Davis, T. N., Whitehead, D. G., Kung, A. L., Wahl, G. M., & Walensky, L. D. (2010) · Cancer Cell · doi:10.1016/j.ccr.2010.10.024 · Cited by 284 · see citing works

Use of Onium Salt-Based Coupling Reagents in Peptide Synthesis1

Alberício, F., Bofill, J. M., El‐Faham, A., & Kates, S. A. (1998) · The Journal of Organic Chemistry · doi:10.1021/jo980807y · Cited by 273 · see citing works

A Highly Stable Short α-Helix Constrained by a Main-Chain Hydrogen-Bond Surrogate

Chapman, R. N., Dimartino, G., & Arora, P. S. (2004) · Journal of the American Chemical Society · doi:10.1021/ja0466659 · Cited by 228 · see citing works

A Cell-penetrating Helical Peptide as a Potential HIV-1 Inhibitor

Zhang, H., Zhao, Q., Bhattacharya, S., Waheed, A. A., Tong, X., Hong, A. L., Heck, S., Curreli, F., Goger, M. J., Cowburn, D., et al. (2008) · Journal of Molecular Biology · doi:10.1016/j.jmb.2008.02.066 · Cited by 215 · see citing works

Novel and efficient synthesis of difficult sequence-containing peptides through O–N intramolecular acyl migration reaction of O-acyl isopeptides

Sohma, Y., Sasaki, M., Hayashi, Y., et al. (2003) · Chemical Communications · doi:10.1039/b312129a · Cited by 213 · see citing works

Asymmetric synthesis of monosubstituted and .alpha.,.alpha.-disubstituted .alpha.-amino acids via diastereoselective glycine enolate alkylations

Williams, R. M., & IM, M. ‐. (1991) · Journal of the American Chemical Society · doi:10.1021/ja00024a038 · Cited by 204 · see citing works

Serine derived oxazolidines as secondary structure disrupting, solubilizing building blocks in peptide synthesis

Haack, T., & Mutter, M. (1992) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)91681-2 · Cited by 166 · see citing works

A reversible protecting group for the amide bond in peptides. Use in the synthesis of ‘difficult sequences’

Johnson, T., Quibell, M., Owen, D., et al. (1993) · Journal of the Chemical Society Chemical Communications · doi:10.1039/c39930000369 · Cited by 166 · see citing works

Sequence dependence of aspartimide formation during 9-fluorenylmethoxycarbonyl solid-phase peptide synthesis

Lauer, J. L., Fields, C. G., & Fields, G. B. (1995) · Letters in Peptide Science · doi:10.1007/bf00117955 · Cited by 154 · see citing works

Fast conventional Fmoc solid‐phase peptide synthesis with HCTU

Hood, C. A., Fuentes, G., Patel, H., Page, K., Menakuru, M., & Park, J. H. (2008) · Journal of Peptide Science · doi:10.1002/psc.921 · Cited by 154 · see citing works

Improved procedures for the synthesis of (S)-2-[N-(N′-benzylprolyl)amino]benzophenone (BPB) and Ni(II) complexes of Schiff's bases derived from BPB and amino acids

Belokoń, Y. N., Tararov, V. I., Maleev, V. I., et al. (1998) · Tetrahedron Asymmetry · doi:10.1016/s0957-4166(98)00449-2 · Cited by 124 · see citing works

Introduction of All-Hydrocarbon i,i+3 Staples into α-Helices via Ring-Closing Olefin Metathesis

Kim, Y., Kutchukian, P. S., & Verdine, G. L. (2010) · Organic Letters · doi:10.1021/ol1010449 · Cited by 116 · see citing works

Chapter 22 Synthesis and Biophysical Characterization of Stabilized α‐Helices of BCL‐2 Domains

Bird, G. H., Bernal, F., Pitter, K. L., & Walensky, L. D. (2008) · Methods in enzymology on CD-ROM/Methods in enzymology · doi:10.1016/s0076-6879(08)01622-4 · Cited by 95 · see citing works

Stereochemical effects of all-hydrocarbon tethers in i,i+4 stapled peptides

Kim, Y., & Verdine, G. L. (2009) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2009.03.022 · Cited by 85 · see citing works

Solution Structure of a Hydrocarbon Stapled Peptide Inhibitor in Complex with Monomeric C-terminal Domain of HIV-1 Capsid

Bhattacharya, S., Zhang, H., Debnath, A. K., & Cowburn, D. (2008) · Journal of Biological Chemistry · doi:10.1074/jbc.c800048200 · Cited by 85 · see citing works

Facile and E-Selective Intramolecular Ring-Closing Metathesis Reactions in 310-Helical Peptides: A 3D Structural Study

Boal, A. K., Guryanov, I., Moretto, A., Crisma, M., Lanni, E. L., Toniolo, C., Grubbs, R. H., & O’Leary, D. J. (2007) · Journal of the American Chemical Society · doi:10.1021/ja071148m · Cited by 74 · see citing works

Optimized Synthesis of Hydrogen-Bond Surrogate Helices: Surprising Effects of Microwave Heating on the Activity of Grubbs Catalysts

Chapman, R. N., & Arora, P. S. (2006) · Organic Letters · doi:10.1021/ol062443z · Cited by 70 · see citing works

Convenient, Large-Scale Asymmetric Synthesis of Enantiomerically Pure trans-Cinnamylglycine and -α-Alanine

Qiu, W., Soloshonok, V. A., Cai, C., et al. (2000) · Tetrahedron · doi:10.1016/s0040-4020(00)00176-9 · Cited by 68 · see citing works

HCTU and TCTU: New Coupling Reagents — Development and Industrial Aspects

Marder, O., Shvo, Y., & Alberício, F. (2003) · ChemInform · doi:10.1002/chin.200332258 · Cited by 38 · see citing works

Assessment of new 6-Cl-HOBt based coupling reagents for peptide synthesis. Part 1: Coupling efficiency study

Sabatino, G., Mulinacci, B., Alcaro, M. C., Chelli, M., Rovero, P., & Papini, A. M. (2002) · International Journal of Peptide Research and Therapeutics · doi:10.1007/bf02576873 · Cited by 32 · see citing works

Amino Acid Analysis

Crabb, J. W., West, K. A., Dodson, W. S., et al. (1997) · Current Protocols in Protein Science · doi:10.1002/0471140864.ps1109s07 · Cited by 31 · see citing works

Assessment of new 6-Cl-HOBt based coupling reagents for peptide synthesis. Part 1: Coupling efficiency study

Sabatino, G., Mulinacci, B., Alcaro, M. C., Chelli, M., Rovero, P., & Papini, A. M. (2002) · Letters in Peptide Science · doi:10.1023/a:1024140900571 · Cited by 27 · see citing works

Toward the Design of Highly Efficient, Readily Accessible Peptide N-caps for the Induction of Helical Conformations

Mimna, R., Tuchscherer, G., & Mutter, M. (2007) · International Journal of Peptide Research and Therapeutics · doi:10.1007/s10989-006-9073-9 · Cited by 13 · see citing works

Getting Across the Cell Membrane: An Overview for Small Molecules, Peptides, and Proteins

Yang, N. J., & Hinner, M. J. (2015) · Methods in Molecular Biology · doi:10.1007/978-1-4939-2272-7_3 · Cited by 826 · see citing works

Modulators of Protein–Protein Interactions

Milroy, L.-G., Grossmann, T. N., Hennig, S., Brunsveld, L., & Ottmann, C. (2014) · Chemical Reviews · doi:10.1021/cr400698c · Cited by 497 · see citing works

Inhibition of oncogenic Wnt signaling through direct targeting of β-catenin

Grossmann, T. N., Yeh, J. T.-H., Bowman, B. R., Chu, Q., Moellering, R. E., & Verdine, G. L. (2012) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.1208396109 · Cited by 268 · see citing works

Constrained Peptides with Target‐Adapted Cross‐Links as Inhibitors of a Pathogenic Protein–Protein Interaction

Glas, A., Bier, D., Hahne, G., Rademacher, C., Ottmann, C., & Grossmann, T. N. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201310082 · Cited by 145 · see citing works

Cell Permeable Stapled Peptide Inhibitor of Wnt Signaling that Targets β-Catenin Protein-Protein Interactions

Dietrich, L., Rathmer, B., Ewan, K., Bange, T., Heinrichs, S., Dale, T. C., Schade, D., & Grossmann, T. N. (2017) · Cell Chemical Biology · doi:10.1016/j.chembiol.2017.06.013 · Cited by 126 · see citing works

Direct targeting of β-catenin: Inhibition of protein–protein interactions for the inactivation of Wnt signaling

Hahne, G., & Grossmann, T. N. (2013) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2013.02.050 · Cited by 46 · see citing works

Apoptosis-inducing activity of synthetic hydrocarbon-stapled peptides in H358 cancer cells expressing KRASG12C

Li, C., Zhao, N., An, L., Dai, Z., Chen, X., Yang, F., You, Q., Di, B., Hu, C., & Xu, L. (2021) · Acta Pharmaceutica Sinica B · doi:10.1016/j.apsb.2021.06.013 · Cited by 20 · see citing works

Probing the Mechanism of Olefin Metathesis in Grubbs–Hoveyda and Grela Type Complexes

Vorfalt, T., Wannowius, K., & Plenio, H. (2010) · Angewandte Chemie International Edition · doi:10.1002/anie.201000581 · Cited by 127 · see citing works

Application of Ring-Closing Metathesis for the Synthesis of Macrocyclic Peptidomimetics as Inhibitors of HCV NS3 Protease

Velázquez, F., Venkatraman, S., Wu, W., et al. (2007) · Organic Letters · doi:10.1021/ol0711265 · Cited by 32 · see citing works

Total Synthesis of (+)‐Migrastatin

Reymond, S., & Cossy, J. (2006) · European Journal of Organic Chemistry · doi:10.1002/ejoc.200600760 · Cited by 27 · see citing works

Olefin metathesis and oligomerization with the catalytic components WBr5−C2H5AlCl2

Vialle, J., & Basset, J. (1975) · Reaction Kinetics and Catalysis Letters · doi:10.1007/bf02062344 · Cited by 1 · see citing works

Concave 1,10-Phenanthrolines by Ring-Closing Metathesis

Lüning, U., Fahrenkrug, F., & Hagen, M. (2001) · European Journal of Organic Chemistry · doi:10.1002/1099-0690(200106)2001:11 · Cited by 17 · see citing works