(E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate

CAS 1191901-33-3C13H17NO5Chemical Synthesis

(E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate (CAS: 1191901-33-3) is a succinimidyl carbonate derivative featuring a cyclooctene moiety. With a molecular weight of 267.28 g/mol, this compound is primarily utilised in chemical biology and synthesis. It is specifically designed for conjugating the cyclooctene unit to amine-containing molecules, enabling applications in strain-promoted copper-free click chemistry.

IUPAC: (E)-4-Cycloocten-1-yl 2,5-dioxo-1-pyrrolidinyl ester carbonic acid,trans-4-Cycloocten-1-yl 2,5-dioxo-1-pyrrolidinyl carbonate,TCO-N-hydroxysuccinimidyl carbonate,TCO-NHS,TCO-carbonate
Synonyms: C13H17NO5(E)-4-Cycloocten-1-yl 2,5-dioxo-1-pyrrolidinyl ester carbonic acidtrans-4-Cycloocten-1-yl 2,5-dioxo-1-pyrrolidinyl carbonateTCO-N-hydroxysuccinimidyl carbonateTCO-NHSTCO-carbonate

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(E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate (C13H17NO5) — chemical structure, CAS 1191901-33-3; Chemistry, fine chemical supplied by Tech Serve Solutions

Chemical BiologyChemical SynthesisAlkynes and Other Reagents

01 /Applications

Strain-Promoted Click Chemistry

This reagent facilitates the strain-promoted, copper-free click chemistry (SPAAC) reaction with 1,2,4,5-tetrazines. The 4+2 inverse electron demand Diels-Alder cycloaddition is catalytically free and results in a stable covalent linkage.

Biomolecule Labelling and Imaging

The rapid and bio-orthogonal nature of the reaction makes it ideal for labelling and imaging of biomolecules in biological systems. It allows for the attachment of the cyclooctene functionality to amine-containing biomolecules.

Conjugation Chemistry

As a succinimidyl carbonate, it is designed to react with primary amines, enabling the conjugation of the cyclooctene handle to peptides, proteins, or other amine-functionalized molecules for further functionalization.

02 /Properties

Molecular weight	267.28
Empirical formula	C13H17NO5
Storage temperature	−20°C
Application	Succinimidyl carbonate/NHS functionalized cyclooctene derivative for incorporation of the cyclooctene moiety into amine containing compounds or biomolecules. Cyclooctenes are useful in strain-promoted copper-free click chemistry cycloaddition reactions with 1,2,4,5-tetrazines. This cyclooctene will react with tetrazine functionalized compounds or biomolecules without the need for a catalyst to result in a stable covalent linkage. The 4+2 inverse electron demand Diels-Alder cycloaddition between trans-cyclooctene and tetrazines is the fastest biologically compatible ligation technology reported and has had many applications in biological labeling and imaging.
Melting point	90-105 °C

03 /Identifiers & registry

CAS number

1191901-33-3

04 /Quality & supply

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.

05 /Frequently asked questions

What is (E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate used for?

This compound is used for incorporating the cyclooctene moiety into amine-containing compounds or biomolecules, enabling strain-promoted copper-free click chemistry (SPAAC) reactions with tetrazines for applications in chemical biology and labelling.

What are the CAS number and empirical formula?

The CAS number is 1191901-33-3 and the empirical formula is C13H17NO5.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies this product as a research-grade chemical. We do not represent it as USP, BP, EP, or any other pharmacopoeial grade. Purity information is available on the Certificate of Analysis.

What are the safety and handling considerations?

This compound is classified under GHS07 with hazard statements H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Handle with appropriate personal protective equipment in a well-ventilated area. Refer to the Safety Data Sheet (SDS) for comprehensive safety information.

How is this chemical shipped and exported?

Tech Serve Solutions, established in 1998, is a specialist global supplier and exporter of fine chemicals. We ensure compliant packaging and documentation for international shipments of this product.