Alkynes and methods of reacting alkynes with 1,3-dipole-functional compounds
AssigneeUniversity of Georgia Research Foundation, Inc.
InventorsGeert-Jan Boons, Jun Guo, Xinghai Ning, Margaretha Wolfert
Life of this patent
Estimating the term…
Abstract
1,3-Dipole-functional compounds (e.g., azide functional compounds) can be reacted with certain alkynes in a cyclization reaction to form heterocyclic compounds. Useful alkynes (e.g., strained, cyclic alkynes) and methods of making such alkynes are also disclosed. The reaction of 1,3-dipole-functional compounds with alkynes can be used for a wide variety of applications including the immobilization of biomolecules on a substrate.
Claims24
An alkyne of the formula:
- wherein:
- each R1 is independently selected from the group consisting of hydrogen, halogen, hydroxy, alkoxy, nitrate, nitrite, sulfate, and a C1-C10 organic group;
- each R2 is independently selected from the group consisting of hydrogen, halogen, hydroxy, alkoxy, nitrate, nitrite, sulfate, and a C1-C10 organic group;
- X represents C═O, C═N—OR3, C═N—NR3R4, CHOR3, or CHNHR3;
- and
- each R3 and R4 independently represents hydrogen or an organic group.
An alkyne of the formula:
- wherein:
- each R1 is independently selected from the group consisting of hydrogen, halogen, hydroxy, alkoxy, nitrate, nitrite, sulfate, and a C1-C10 organic group;
- each R2 is independently selected from the group consisting of hydrogen, halogen, hydroxy, alkoxy, nitrate, nitrite, sulfate, and a C1-C10 organic group;
- X represents CHOR3;
- R3 represents —C(O)Z, wherein:
- Z represents an alkyl group, OR6, or NHR7;
- R6 is selected from the group consisting of an alkyl group, an aryl group, an alkaryl group, and an aralkyl group;
- and
- R7 is a biotinylation product of a primary amine-containing organic group.
An alkyne of the formula:
- wherein:
- each R1 is independently selected from the group consisting of hydrogen, halogen, hydroxy, alkoxy, nitrate, nitrite, sulfate, and a C1-C10 organic group;
- each R2 is independently selected from the group consisting of hydrogen, halogen, hydroxy, alkoxy, nitrate, nitrite, sulfate, and a C1-C10 organic group;
- X represents C═O, C═N—OR3, C═N—NR3R4, CHOR3, or CHNHR3;
- R3 represents a polymeric or a copolymeric group;
- and
- R4 represents hydrogen or an organic group.
An alkyne of the formula:
An alkyne of the formula:
An alkyne of the formula:
An alkyne of the formula:
- wherein R3 represents hydrogen or an organic group.
Dependencies are inferred from the claim text.