(7-Azabenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate
(7-Azabenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (CAS 156311-83-0) is a phosphonium-based coupling reagent with the molecular formula C17H27F6N7OP2 and a molecular weight of 521.38 g/mol. It is a valuable synthetic tool employed in peptide chemistry for facilitating amide bond formation and in various other organic synthesis applications. Its utility extends to the development of cyclic peptides, fluorescent probes, and facilitating specific bond engineering, making it a versatile reagent for advanced chemical research.
- IUPAC
- (3-Hydroxy-3H-1,2,3-triazolo[4,5-b]pyridinato-O)tri-1-pyrrolidinyl-phosphorus hexafluorophosphate,PyAOP
- Synonyms
- PyAOP
Peptide Synthesis Reagent
This phosphonium salt is widely used as a coupling reagent in peptide chemistry to efficiently form amide bonds. It is particularly useful for the synthesis of complex peptides, including cyclic variants and those requiring specific conformational constraints.
Synthesis of Functionalized Peptides
It serves as a key reagent for the synthesis of cyclic RGC pentapeptides, enabling functionalization through click chemistry. This allows for the incorporation of various moieties for biological studies or drug development.
Development of Fluorescent Probes
The reagent facilitates the synthesis of fluorescent glucose bioprobes. These probes are essential tools for studying biological processes related to glucose metabolism and cellular imaging.
Disulfide Bond Engineering
It is employed in disulfide bond engineering, a technique used to create or modify disulfide linkages within peptides and proteins. This is crucial for studying protein structure, stability, and function.
Heteroaryl Ether Synthesis
This compound is utilized as a reagent in the synthesis of heteroaryl ethers, contributing to the construction of complex organic molecules with potential pharmaceutical applications.
| Molecular weight | 521.38 |
|---|---|
| Empirical formula | C17H27F6N7OP2 |
| Assay | 96% |
| Storage temperature | −20°C |
| Application | Reagent for synthesis of: Cyclic RGC pentapeptides for functionalization through click chemistry1 Fluorescent glucose bioprobes2 ReactIR™ flow cell3Reagent for: Disulfide bond engineering4 Heteroaryl ether synthesis5 Optimization of conformational constraint on non-phosphorylated cyclic peptide antagonists of the Grb2-SH2 domain6 |
| Melting point | 163-168 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (7-Azabenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate used for?
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It is primarily used as a coupling reagent in peptide synthesis and for the preparation of cyclic peptides, fluorescent probes, and in disulfide bond engineering. It is also applied in heteroaryl ether synthesis.
What are the CAS number and formula for this compound?
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The CAS number is 156311-83-0, and the molecular formula is C17H27F6N7OP2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product with an assay of 96%. We do not represent this product as USP, BP, EP, or any pharmacopoeia grade.
What are the safety and handling precautions for this chemical?
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This compound is a Warning substance, causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves, should be used. Handle in a well-ventilated area.
How is this chemical packed and shipped?
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This chemical is packed according to industry standards for safe transportation and is available for export globally by Tech Serve Solutions.
How can I request a quote or sample?
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Please contact our sales department through our website or via the provided contact information to request a quote or a sample.
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