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CS-W001157 4
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(2E)-TCO-PNB ester

  • CAS No. 1580501-97-8

  • Cat. No. CS-0145750
  • Molecule weight291.30
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(2E)-TCO-PNB ester|CS-0145750

Structure of 1580501-97-8

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General Information

  • CAS No. 1580501-97-8
  • Cat. No. CS-0145750
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₇NO₅
  • Molecular Weight 291.30
  • Synonym(s) (E)-Cyclooct-2-en-1-yl (4-nitrophenyl) carbonate
  • SMILES O=C(OC1=CC=C([N+]([O-])=O)C=C1)OC2/C=C/CCCCC2

Description

This (2E)-TCO-PNB ester features a photochemically reactive tetrazine cyclooctene moiety paired with a p-nitrobenzyl leaving group, enabling rapid, bioorthogonal conjugation under mild conditions. The electron-deficient TCO unit facilitates efficient inverse electron-demand Diels-Alder reactions with tetrazines, while the bench-stable PNB ester ensures reliable handling and controlled release. Ideal for site-specific labeling in complex biological systems.

Application

The (2E)-TCO-PNB ester serves as a stable, bench-ready reagent for bioorthogonal conjugation, enabling rapid and selective reaction with tetrazines under mild conditions. Its (2E)-configured trans-cyclooctene core provides high reactivity in inverse electron-demand Diels-Alder (IEDDA) reactions, while the p-nitrobenzyl (PNB) ester group ensures clean activation and efficient release of functionalized payloads. Ideal for labeling biomolecules and constructing modular probes, it combines excellent stability with predictable transformation kinetics.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P501

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Computational Chemistry Data

  • TPSA   78.67
  • LogP   3.9991
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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