Description

Fmoc-N-amido-dPEG®24-amido-dPEG®24-acid, product number QBD-11301, is one of a broad line of products designed for use in peptide synthesis. The long (152 atoms), flexible, discrete PEG (dPEG®) spacer is functionalized with a propionic acid group on one end and Fmoc-protected amine on the other. The spacer length is effectively forty-eight ethylene oxide units (i.e., PEG48). The compound can be added to the N-terminus of a growing peptide chain or to a primary-amine-functionalized side chain of an amino acid such as lysine. The non-immunogenic dPEG®24-amido-dPEG®24 spacer increases the hydrodynamic volume and imparts water solubility to the conjugate molecule.

QBD-11301 permits our customers to insert a dPEG® spacer into a peptide chain using familiar Fmoc chemistry using solid phase or solution phase chemistry. However, due to the spacer’s length, it likely will work better in solution-phase syntheses. The dPEG® compound can be inserted at either end of the peptide chain or in the middle of two amino acid sequences to provide a flexible linker between distinct functional peptides. Additionally, the dPEG® spacer can be used to provide spacing in a synthetic construct where steric hindrance is a problem. The amphiphilic nature of dPEG® products means that the construct gains hydrodynamic volume and water solubility while remaining soluble in organic solvent. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Description

Fmoc-N-amido-dPEG®36-TFP ester, product number QBD-11008 contains an Fmoc-protected amine on one end of a long (112 atoms), single molecular weight, discrete-chain-length polyethylene glycol (dPEG®) spacer and the tetrafluorophenyl (TFP) ester of a propionic acid group on the other end. This product is ready for the direct introduction of a water-soluble, amphiphilic spacer into a peptide chain. The Fmoc protecting group on the N-terminus of the molecule cleaves easily with standard peptide chemistry.

Fmoc-N-amido-dPEG®36-TFP ester permits our customers to insert a dPEG® spacer into a peptide chain using standard Fmoc chemistry without the need to activate the acid terminus for conjugation. The product works in solid-phase and solution-phase synthetic processes; however, it may work better in solution-phase syntheses because of the dPEG® spacer’s length. In aqueous solutions, TFP esters are more hydrolytically stable than NHS esters and have an optimum pH range of 7.5 – 8.0 for conjugation. The dPEG® linker attaches at the N-terminal end of the peptide chain or on the free amine side chain of amino acids such as lysine. Additional peptide synthesis can be carried out to extend the peptide further, creating a peptide with a flexible, hydrophilic linker or spacer in the middle or joining two different peptides across the dPEG® bridge. In addition, the dPEG® chain can provide spacing in a synthetic construct where steric hindrance is a problem. Amphiphilic, non-immunogenic dPEG® increases the hydrodynamic volume and improves the water solubility of the conjugate while remaining soluble in organic solvents. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Description

Fmoc-N-amido-dPEG®24-TFP ester, product number QBD-11007 contains an Fmoc-protected amine on one end of a long (76 atoms), single molecular weight, discrete-chain-length polyethylene glycol (dPEG®) spacer and the tetrafluorophenyl (TFP) ester of a propionic acid group on the other end. This product is ready for the direct introduction of a water-soluble, amphiphilic spacer into a peptide chain. The Fmoc protecting group on the N-terminus of the molecule cleaves easily with standard peptide chemistry.

Fmoc-N-amido-dPEG®24-TFP ester permits our customers to insert a dPEG® spacer into a peptide chain using standard Fmoc chemistry without the need to activate the acid terminus for conjugation. The product works equally well in solid-phase and solution-phase synthetic processes. In aqueous solutions, TFP esters are more hydrolytically stable than NHS esters and have an optimum pH range of 7.5 – 8.0 for conjugation. The dPEG® linker attaches at the N-terminal end of the peptide chain or on the free amine side chain of amino acids such as lysine. Additional peptide synthesis can be carried out to extend the peptide further, creating a peptide with a flexible, hydrophilic linker or spacer in the middle or joining two different peptides across the dPEG® bridge. In addition, the dPEG® chain can provide spacing in a synthetic construct where steric hindrance is a problem. Amphiphilic, non-immunogenic dPEG® increases the hydrodynamic volume and improves the water solubility of the conjugate while remaining soluble in organic solvents. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Description

Fmoc-N-amido-dPEG®12-TFP ester, product number QBD-11006 contains an Fmoc-protected amine on one end of a medium-length (40 atoms), single molecular weight, discrete-chain-length polyethylene glycol (dPEG®) spacer and the tetrafluorophenyl (TFP) ester of a propionic acid group on the other end. This product is ready for the direct introduction of a water-soluble, amphiphilic spacer into a peptide chain. The Fmoc protecting group on the N-terminus of the molecule cleaves easily with standard peptide chemistry.

Fmoc-N-amido-dPEG®12-TFP ester permits our customers to insert a dPEG® spacer into a peptide chain using standard Fmoc chemistry without the need to activate the acid terminus for conjugation. The product works equally well in solid-phase and solution-phase synthetic processes. In aqueous solutions, TFP esters are more hydrolytically stable than NHS esters and have an optimum pH range of 7.5 – 8.0 for conjugation. The dPEG® linker attaches at the N-terminal end of the peptide chain or on the free amine side chain of amino acids such as lysine. Additional peptide synthesis can be carried out to extend the peptide further, creating a peptide with a flexible, hydrophilic linker or spacer in the middle or joining two different peptides across the dPEG® bridge. In addition, the dPEG® chain can provide spacing in a synthetic construct where steric hindrance is a problem. Amphiphilic, non-immunogenic dPEG® increases the hydrodynamic volume and improves the water solubility of the conjugate while remaining soluble in organic solvents. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Description

Fmoc-N-amido-dPEG®8-TFP ester, product number QBD-11005 contains an Fmoc-protected amine on one end of a short (28 atoms), single molecular weight, discrete-chain-length polyethylene glycol (dPEG®) spacer and the tetrafluorophenyl (TFP) ester of a propionic acid group on the other end. This product is ready for the direct introduction of a water-soluble, amphiphilic spacer into a peptide chain. The Fmoc protecting group on the N-terminus of the molecule cleaves easily with standard peptide chemistry.

Fmoc-N-amido-dPEG®8-TFP ester permits our customers to insert a short dPEG® spacer into a peptide chain using standard Fmoc chemistry without the need to activate the acid terminus for conjugation. The product works equally well in solid-phase and solution-phase synthetic processes. In aqueous solutions, TFP esters are more hydrolytically stable than NHS esters and have an optimum pH range of 7.5 – 8.0 for conjugation. The dPEG® linker attaches at the N-terminal end of the peptide chain or on the free amine side chain of amino acids such as lysine. Additional peptide synthesis can be carried out to extend the peptide further, creating a peptide with a flexible, hydrophilic linker or spacer in the middle or joining two different peptides across the dPEG® bridge. In addition, the dPEG® chain can provide spacing in a synthetic construct where steric hindrance is a problem. Amphiphilic, non-immunogenic dPEG® increases the hydrodynamic volume and improves the water solubility of the conjugate while remaining soluble in organic solvents. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Description

Fmoc-N-amido-dPEG®4-TFP ester, product number QBD-11000 contains an Fmoc-protected amine on one end of a short (16 atoms), single molecular weight, discrete-chain-length polyethylene glycol (dPEG®) spacer and the tetrafluorophenyl (TFP) ester of a propionic acid group on the other end. This product is ready for the direct introduction of a water-soluble, amphiphilic spacer into a peptide chain. The Fmoc protecting group on the N-terminus of the molecule cleaves easily with standard peptide chemistry.

Fmoc-N-amido-dPEG®4-TFP ester permits our customers to insert a short dPEG® spacer into a peptide chain using standard Fmoc chemistry without the need to activate the acid terminus for conjugation. The product works equally well in solid-phase and solution-phase synthetic processes. In aqueous solutions, TFP esters are more hydrolytically stable than NHS esters and have an optimum pH range of 7.5 – 8.0 for conjugation. The dPEG® linker attaches at the N-terminal end of the peptide chain or on the free amine side chain of amino acids such as lysine. Additional peptide synthesis can be carried out to extend the peptide further, creating a peptide with a flexible, hydrophilic linker or spacer in the middle or joining two different peptides across the dPEG® bridge. In addition, the dPEG® chain can provide spacing in a synthetic construct where steric hindrance is a problem. Amphiphilic, non-immunogenic dPEG® increases the hydrodynamic volume and improves the water solubility of the conjugate while remaining soluble in organic solvents. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Description

Fmoc-N-amido-dPEG®12-NHS ester, product number QBD-10996 contains an Fmoc-protected amine on one end of a medium-length (40 atoms), single molecular weight, discrete-chain-length polyethylene glycol (dPEG®) spacer and the N-hydroxysuccinimidyl (NHS) ester of a propionic acid group on the other end. This product is ready for the direct introduction of a water-soluble, amphiphilic spacer into a peptide chain without the need to activate the carboxylic acid moiety. The Fmoc protecting group on the N-terminus of the molecule cleaves easily with standard peptide chemistry.

Fmoc-N-amido-dPEG®12-NHS ester permits our customers to insert a dPEG® spacer into a peptide chain using solid-phase or solution-phase chemistry. The spacer attaches at the N-terminal end of the peptide chain or on the free amine side chain of amino acids such as lysine. Additional peptide synthesis can be carried out to extend the peptide further, creating a peptide with a flexible, hydrophilic linker or spacer in the middle. Also, the dPEG® compound can provide spacing in a synthetic construct where steric hindrance is a problem. Amphiphilic, non-immunogenic dPEG® increases the hydrodynamic volume and improves the water solubility of the peptide while remaining soluble in organic solvents. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Design of a modular tetrameric scaffold for the synthesis of membrane-localized D-peptide inhibitors of HIV-1 entry. J. Nicholas Francis, Joseph S Redman, Debra M Eckert, and Michael S. Kay. Bioconjugate Chemistry, 2012, 23 (6), pp 1252-1258, May 1, 2012. DOI: 10.1021/bc300076f.

Multivalent Benzamidine Molecules for Plasmin Inhibition: Effect of Valency and Linker Length. Tanmaye Nallan Chakravarthula, Dr. Ziqian Zeng, Prof. Nathan J. Alves. ChemMedChem, Volume 17, Issue 22, (2022), 09/16/2022, https://doi.org/10.1002/cmdc.202200364.

Description

Fmoc-N-amido-dPEG®8-NHS ester, product number QBD-10995 contains an Fmoc-protected amine on one end of a short (28 atoms), single molecular weight, discrete-chain-length polyethylene glycol (dPEG®) spacer and the N-hydroxysuccinimidyl (NHS) ester of a propionic acid group on the other end. This product is ready for the direct introduction of a water-soluble, amphiphilic spacer into a peptide chain without the need to activate the carboxylic acid moiety. The Fmoc protecting group on the N-terminus of the molecule cleaves easily with standard peptide chemistry.

Fmoc-N-amido-dPEG®8-NHS ester permits our customers to insert a short dPEG® spacer into a peptide chain using solid-phase or solution-phase chemistry. The dPEG® linker attaches at the N-terminal end of the peptide chain or on the free amine side chain of amino acids such as lysine. Additional peptide synthesis can be carried out to extend the peptide further, creating a peptide with a flexible, hydrophilic linker or spacer in the middle. Also, the dPEG® chain can provide spacing in a synthetic construct where steric hindrance is a problem. Amphiphilic, non-immunogenic dPEG® increases the hydrodynamic volume and improves the water solubility of the peptide while remaining soluble in organic solvents. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Design of a modular tetrameric scaffold for the synthesis of membrane-localized D-peptide inhibitors of HIV-1 entry. J. Nicholas Francis, Joseph S Redman, Debra M Eckert, and Michael S. Kay. Bioconjugate Chemistry, 2012, 23 (6), pp 1252-1258, May 1, 2012. DOI: 10.1021/bc300076f.

Novel Synthetic Route to Peptide-Capped Gold Nanoparticles, Takeshi Serizawa, Yu Hirai, and Mamoru Aizawa. Langmuir. 2009, 25 (20), pp 12229–12234. September 21, 2009. DOI: 10.1021/la9021799.

Multivalent Benzamidine Molecules for Plasmin Inhibition: Effect of Valency and Linker Length. Tanmaye Nallan Chakravarthula, Dr. Ziqian Zeng, Prof. Nathan J. Alves. ChemMedChem, Volume 17, Issue 22, (2022), 09/16/2022, https://doi.org/10.1002/cmdc.202200364.

Description

Fmoc-N-amido-dPEG®4-NHS ester, product number QBD-10994 contains an Fmoc-protected amine on one end of a short (16 atoms), single molecular weight, discrete-chain-length polyethylene glycol (dPEG®) spacer and the N-hydroxysuccinimidyl (NHS) ester of a propionic acid group on the other end. This product is ready for the direct introduction of a water-soluble, amphiphilic spacer into a peptide chain. The Fmoc protecting group on the N-terminus of the molecule cleaves easily with standard peptide chemistry.

Fmoc-N-amido-dPEG®4-NHS ester permits our customers to insert a short dPEG® spacer into a peptide chain using standard Fmoc chemistry without the need to activate the acid terminus for conjugation. The product works equally well in solid-phase and solution-phase synthetic processes. The dPEG® linker attaches at the N-terminal end of the peptide chain or on the free amine side chain of amino acids such as lysine. Additional peptide synthesis can be carried out to extend the peptide further, creating a peptide with a flexible, hydrophilic linker or spacer in the middle. Also, the dPEG® chain can provide spacing in a synthetic construct where steric hindrance is a problem. Amphiphilic, non-immunogenic dPEG® increases the hydrodynamic volume and improves the water solubility of the conjugate while remaining soluble in organic solvents. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Design of a modular tetrameric scaffold for the synthesis of membrane-localized D-peptide inhibitors of HIV-1 entry. J. Nicholas Francis, Joseph S Redman, Debra M Eckert, and Michael S. Kay. Bioconjugate Chemistry, 2012, 23 (6), pp 1252-1258, May 1, 2012. DOI: 10.1021/bc300076f.

Multivalent Benzamidine Molecules for Plasmin Inhibition: Effect of Valency and Linker Length. Tanmaye Nallan Chakravarthula, Dr. Ziqian Zeng, Prof. Nathan J. Alves. ChemMedChem, Volume 17, Issue 22, (2022), 09/16/2022, https://doi.org/10.1002/cmdc.202200364.

Description

“Fmoc-N-amido-dPEG®36-acid, product number QBD-10903, is one of a broad line of products designed for use in peptide synthesis. The long (112 atoms), flexible, discrete PEG (dPEG®) spacer is functionalized with a propionic acid group on one end and Fmoc-protected amine on the other. The compound can be added to the N-terminus of a growing peptide chain or to a primary-amine-functionalized side chain of an amino acid such as lysine. The non-immunogenic dPEG®36 spacer increases the hydrodynamic volume and imparts water solubility to the conjugate molecule.

QBD-10903 permits our customers to insert a dPEG® spacer into a peptide chain using familiar Fmoc chemistry using solid phase or solution phase chemistry. However, due to the spacer’s length, it may work better in solution-phase syntheses. The dPEG® compound can be inserted at either end of the peptide chain or in the middle of two amino acid sequences to provide a flexible linker between distinct functional peptides. Additionally, the dPEG® spacer can be used to provide spacing in a synthetic construct where steric hindrance is a problem. The amphiphilic nature of dPEG® products means that the construct gains hydrodynamic volume and water solubility while remaining soluble in organic solvent. The Fmoc protecting group is removed easily with a solution of piperidine in N,N-dimethylformamide (DMF).”

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Lipo-Oligomer Nanoformulations for Targeted Intracellular Protein Delivery. Peng Zhang, Benjamin Steinborn, Ulrich Lachelt, Stefan Zahler, and Ernst Wagner. Biomacromolecules. 2017, June 26, 2017. DOI: 10.1021/acs.biomac.7b00666.

Flexible antibodies with nonprotein hinges. Daniel J. Capon, Naoki Kaneko, Takayuki Yoshimori, Takashi Shimada, Florian M. Wurm, Peter K. Hwang, Xiaohe Tong, Staci A. Adams, Graham Simmons, Taka-Aki Sato and Koichi Tanaka. The Japan Academy, Series B. 2011, 87 (9) pp 603-616. November 11, 2011. DOI: 10.2183/pjab.87.603.

A Systematic Analysis of Peptide Linker Length and Liposomal Polyethylene Glycol Coating on Cellular Uptake of Peptide-Targeted Liposomes. Jared F. Stefanick, Jonathan D. Ashley, Tanyel Kiziltepe, and Basar Bilgicer. ACS Nano. 2013, 7 (4) pp 2935–2947. February 19, 2013. DOI: 10.1021/nn305663e.

Enhanced Cellular Uptake of Peptide-Targeted Nanoparticles through Increased Peptide Hydrophilicity and Optimized Ethylene Glycol Peptide-Linker Length. Jared F. Stefanick, Jonathan D. Ashley, and Basar Bilgicer. ACS Nano. 2013, 7 (9) pp 8115–8127. August 29, 2013. DOI: 10.1021/nn4033954.

PEG-Peptide Conjugates. Ian W Hamley. Biomacromolecules. 2014, 15 (5) pp 1543-1559. April 1, 2014. DOI: 10.1021/bm500246w.

Evaluation of Nonpeptidic Ligand Conjugates for SPECT Imaging of Hypoxic and Carbonic Anhydrase IX-Expressing Cancers. Peng-Cheng Lv, Karson S. Putt, and Philip S. Low. Bioconjugate Chemistry. 2016, 27, pp 1762-1769. June 30, 2016. DOI: 10.1021/acs.bioconjchem.6b00271.

Bioresponsive nanocarries for targeted intracellular delivery of proteins and peptides. Ruth Elisabeth and Johanna Roder. Dissertation zur Erlangung des Doktorgrades der Fakultat fur Chemie und Pharmazie der Ludwig-Maximilians-Universitat Munchen. 2016, pp 1-128.

Efficient capture of circulating tumor cells with low molecular weight folate receptor-specific ligands. Yingwen Hu, Danyang Chen, John V Napoleon, Madduri Srinivasarao, Sunil Singhal, Cagri A Savran, Philip S Low. Scientific Reports. 2022. May 20, 2022. https://doi.org/10.1038/s41598-022-12118-3