Control and Design of Mutual Orthogonality in Bioorthogonal Cycloadditions

E-resources

Peer reviewed

Control and Design of Mutual Orthogonality in Bioorthogonal Cycloadditions

Liang, Yong; Mackey, Joel L; Lopez, Steven A; Liu, Fang; Houk, K. N

Journal of the American Chemical Society, 10/2012, Volume: 134, Issue: 43

Journal Article

The azide–dibenzocyclooctyne and trans-cyclooctene–tetrazine cycloadditions are both bioorthogonal and mutually orthogonal: trans-cyclooctene derivatives greatly prefer to react with tetrazines rather than azides, while dibenzocyclooctyne derivatives react with azides but not with tetrazines under physiological conditions. DFT calculations used to identify the origins of this extraordinary selectivity are reported, and design principles to guide discovery of new orthogonal cycloadditions are proposed. Two new bioorthogonal reagents, methylcyclopropene and 3,3,6,6-tetramethylthiacycloheptyne, are predicted to be mutually orthogonal in azide and tetrazine cycloadditions.

Keep searching

Author

Liang, Yong | Mackey, Joel L | Lopez, Steven A | Liu, Fang | Houk, K. N

Access to the JCR database is permitted only to users from Slovenia. Your current IP address is not on the list of IP addresses with access permission, and authentication with the relevant AAI accout is required.

Year	Impact factor		Edition		Category		Classification
Year	JCR	SNIP	JCR	SNIP	JCR	SNIP	JCR	SNIP

Links to authors' personal bibliographies	Links to information on researchers in the SICRIS system

Source: Personal bibliographies and: SICRIS

Upload image

Shelf entry

Adding material to shelf was successful.

Adding material to shelf failed.

It was not necessary to add the material to the shelf.

Permalink

E-mail

Impact factor

Select the library membership card:

DRS, in which the journal is indexed

Citations

Theme