Skip to Content
Merck
All Photos(1)

Key Documents

924091

Sigma-Aldrich

Alkyne-a-TCO

new

Synonym(s):

(R,E)-1-(2-(Prop-2-yn-1-yloxy)ethyl)cyclooct-4-en-1-ol, 5-ax-Hydroxy-5-eq-(2-(prop-2-yn-1-yloxy)ethyl)-trans-cyclooctene, Clickable axial 5-hydroxy-trans-cyclooctene

Sign Into View Organizational & Contract Pricing

Select a Size

5 MG
€254.00
25 MG
€746.00

€254.00


Availability
Please contact Customer Service for Availability


Select a Size

Change View
5 MG
€254.00
25 MG
€746.00

About This Item

Empirical Formula (Hill Notation):
C13H20O2
Molecular Weight:
208.30

€254.00


Availability
Please contact Customer Service for Availability

reaction suitability

reagent type: chemical modification reagent
reagent type: cross-linking reagent
reaction type: click chemistry

Quality Level

functional group

(Alkyne)

storage temp.

−20°C

Application

Alkyne-a-TCO is an axial trans-cyclooctene (a-TCO) for bioconjugation and protein labeling. Alkyne-a-TCO has a CuAAC clickable tag, and the a-TCO reacts rapidly with tetrazines through Diels-Alder reactions, a type of bioorthogonal, copper-free click chemistry. As demonstrated by the Joe Fox lab in Pigga, et al, a-TCOs are more reactive and hydrophilic than standard TCOs, providing favorable physiochemical properties for live-cell and in vivo labeling.

Other new a-TCOs:
  • NHS ester-a-TCO (924075)
  • TAMRA-a-TCO (924083)
  • Alkyne-a-TCO (924091)
  • Amine-a-TCO (924113)

related product

Product No.
Description
Pricing

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


  • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number

    Sorry, we don't have COAs for this product available online at this time.

    If you need assistance, please contact Customer Support.

    Already Own This Product?

    Find documentation for the products that you have recently purchased in the Document Library.

    Visit the Document Library

    Jessica E Pigga et al.
    Angewandte Chemie (International ed. in English), 60(27), 14975-14980 (2021-03-21)
    trans-Cyclooctenes (TCOs) are essential partners in the fastest known bioorthogonal reactions, but current synthetic methods are limited by poor diastereoselectivity. Especially hard to access are hydrophilic TCOs with favorable physicochemical properties for live cell or in vivo experiments. Described is a

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

    Contact Technical Service