
TCO-PEG4-Fmoc-Gly-Gly-Gly
| Catalog Number | R15-0003 |
| Category | Trans Cyclooctene (TCO) |
| Molecular Formula | C40H55N5O11 |
| Molecular Weight | 781.9 |
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Product Introduction
TCO-PEG4-Fmoc-Gly-Gly-Gly
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 95% |
| IUPAC Name | 9H-fluoren-9-ylmethyl N-[2-[[2-[[2-[2-[2-[2-[2-[2-[[(4E)-cyclooct-4-en-1-yl]oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-2-oxoethyl]amino]-2-oxoethyl]amino]-2-oxoethyl]carbamate |
| SMILES | C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCOCCNC(=O)CNC(=O)CNC(=O)CNC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24 |
| InChI | InChI=1S/C40H55N5O11/c46-36(41-16-18-51-20-22-53-24-25-54-23-21-52-19-17-42-40(50)56-30-10-4-2-1-3-5-11-30)26-43-37(47)27-44-38(48)28-45-39(49)55-29-35-33-14-8-6-12-31(33)32-13-7-9-15-34(32)35/h1-2,6-9,12-15,30,35H,3-5,10-11,16-29H2,(H,41,46)(H,42,50)(H,43,47)(H,44,48)(H,45,49)/b2-1+ |
| InChIKey | CKLZIFDNWPYHSH-OWOJBTEDSA-N |
Product Specification
| Storage | -20 °C |
Application
TCO-PEG4-Fmoc-Gly-Gly-Gly is a strained-alkene trans-cyclooctene (TCO) click-chemistry reagent equipped with a PEG4 linker and an Fmoc-protected triglycine motif. As a TCO-bearing building block, it is commonly used for bioorthogonal click conjugation to cyclopropene- or tetrazine-reactive partners, enabling rapid labeling and modular assembly of functional biomolecules. The PEG spacer supports solubility and reduces steric constraints, while the Fmoc/glycine segment provides a convenient handle for incorporation into peptide-based constructs and solid-phase workflows used in chemical biology and molecular imaging reagent development.
1. Tetrazine-Based Target Labeling
TCO-PEG4-Fmoc-Gly-Gly-Gly is widely used as a reactive handle for tetrazine-triggered click labeling in research workflows where fast, selective conjugation is required. Researchers incorporate this reagent onto targeting scaffolds such as antibodies, affibinity ligands, nanoparticles, or cell-surface-binding probes to generate TCO-functionalized intermediates that can be rapidly coupled to tetrazine-bearing reporters. The PEG4 spacer and flexible glycine-rich segment help maintain accessibility of the strained alkene during conjugation and downstream handling, which is particularly valuable when building multicomponent imaging or assay reagents that must remain stable during storage and shipping.
2. Peptide Conjugation Platforms
TCO-PEG4-Fmoc-Gly-Gly-Gly supports peptide-centric assembly strategies because the Fmoc-protected glycine sequence can be integrated into peptide synthesis or peptide-like materials. Chemical biology groups use this reagent to introduce a TCO moiety at defined positions within peptide conjugates, enabling controlled presentation of the click handle for subsequent tetrazine-mediated coupling to fluorophores, affinity tags, or other functional modules. The triglycine motif provides a flexible, bioconjugation-friendly spacer that can reduce local steric effects around the strained alkene, improving the practicality of generating homogeneous conjugates for mechanistic studies and probe optimization.
3. Molecular Imaging Probe Assembly
TCO-PEG4-Fmoc-Gly-Gly-Gly is commonly selected for constructing imaging and detection probes that rely on modular, post-functionalization chemistry. Probe developers use TCO-functionalized components as intermediates that can be coupled to tetrazine-reactive imaging reporters, allowing rapid exchange of labels without resynthesizing the entire targeting scaffold. The PEG4 linker is frequently valued for improving solubility and minimizing nonspecific interactions during probe formulation, while the glycine/Fmoc portion helps integrate the click handle into peptide-derived targeting units used in fluorescence-based assays and imaging reagent development.
4. Surface and Material Functionalization
TCO-PEG4-Fmoc-Gly-Gly-Gly is used to functionalize surfaces and material platforms where a bioorthogonal click handle is needed for later attachment of reporters or capture elements. Biomaterials and materials chemistry teams incorporate TCO-bearing PEG linkers onto polymer backbones, coatings, or scaffold surfaces, then perform tetrazine-mediated conjugation to attach fluorescent tags, affinity reagents, or other modular components. The combination of a flexible PEG spacer and a peptide-compatible motif supports robust tethering strategies that maintain reactivity of the strained alkene under typical laboratory conditions, enabling streamlined fabrication of functional diagnostic and research materials.
Computed Properties
| XLogP3 | 2.5 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 26 |
| Exact Mass | 781.38980759 g/mol |
| Monoisotopic Mass | 781.38980759 g/mol |
| Topological Polar Surface Area | 201Ų |
| Heavy Atom Count | 56 |
| Formal Charge | 0 |
| Complexity | 1200 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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