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US 2022/0177515 A1Published application
Method for modifying amino group in molecule with the zolinium and use thereof
AssigneeShanghai Institute of Materia Medica, Chinese Academy of Sciences
InventorsBo LI, Peng LIU, Haiguo SUN, Mengyu XI, Zhijian XU, Yong ZHANG, Weiliang ZHU
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Abstract
The present disclosure relates to a method for modifying or marking an amino group in a molecule, wherein the amino group in the molecule is modified or marked with zolinium(s) shown in the following formula 1, wherein the molecule comprises amino acid ester, aminoamide, or peptide/protein. The method has advantages of economy and site selectivity, and has huge potential application value in the field such as pharmaceutical molecular synthesis, probe molecule and diagnostic marker reagent development.
Claims10
A method for modifying or labeling the amino group(s) in the molecule(s) wherein the zolinium(s) represented by the following formula 1 is used to modify or label the amino group(s) in the molecule(s),
- In the above formula 1,
- Ring B represents a substituted or unsubstituted 5-, 6- or 7-membered nitrogen-containing heterocyclic ring;
- Q and U each independently represent oxygen (O), sulfur (S), selenium (Se), tellurium (Te), polonium (Po), nitrogen (N), phosphorus (P), boron (B) or silicon (Si);
- R1 represents 1-5 substituents on the ring B, which are each independently selected from hydrogen, hydroxyl, amino, mercapto, nitro, cyano, substituted or unsubstituted amide, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkylamino, substituted or unsubstituted aryl, substituted or unsubstituted aryloxy, substituted or unsubstituted arylthio, substituted or unsubstituted arylamino, and halogen;
- or, when R1 represents two or more substituents on the ring B, two adjacent substituents of which may connect to each other together with the atoms on the ring B to form a substituted or unsubstituted aryl, a substituted or unsubstituted 3-7 membered cycloalkyl, a substituted or unsubstituted 5-7 membered heterocycloalkyl containing 1-5 atoms independently selected from oxygen (O), sulfur (S), selenium (Se), tellurium (Te), polonium (Po), nitrogen (N), phosphorus (P), boron (B) and silicon (Si), or a substituted or unsubstituted 5-7 membered heteroaryl containing 1-5 atoms independently selected from oxygen (O), sulfur (S), selenium (Se), tellurium (Te), polonium (Po), nitrogen (N), phosphorus (P), boron (B) and silicon (Si);
- R2 and R3 each independently represent hydrogen, hydroxyl, amino, mercapto, nitro, cyano, substituted or unsubstituted amide, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkylamino, substituted or unsubstituted aryl, substituted or unsubstituted aryloxy, substituted or unsubstituted arylthio, substituted or unsubstituted arylamino, or halogen;
- R4 represents hydrogen, a substituted or unsubstituted alkyl, or a substituted or unsubstituted aryl;
- and
- Y is an acid anion selected from inorganic acid ions, organic acid ions and halide ions.
6 more elements
Use of the zolinium(s) represented by the following formula 1 for modifying or labeling the amino group(s) in the molecule(s),
- In the above formula 1,
- Ring B represents a substituted or unsubstituted 5-, 6- or 7-membered nitrogen-containing heterocyclic ring;
- Q and U each independently represent oxygen (O), sulfur (S), selenium (Se), tellurium (Te), polonium (Po), nitrogen (N), phosphorus (P), boron (B) or silicon (Si);
- R1 represents 1-5 substituents on the ring B, which are each independently selected from hydrogen, hydroxyl, amino, mercapto, nitro, cyano, substituted or unsubstituted amide, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkylamino, substituted or unsubstituted aryl, substituted or unsubstituted aryloxy, substituted or unsubstituted arylthio, substituted or unsubstituted arylamino, and halogen;
- alternatively, when R1 represents two or more substituents on the ring B, two adjacent substituents of which may connect to each other together with the atoms on the ring B to form a substituted or unsubstituted aryl, a substituted or unsubstituted 3-7 membered cycloalkyl, a substituted or unsubstituted 5-7 membered heterocycloalkyl containing 1-5 atoms independently selected from oxygen (O), sulfur (S), selenium (Se), tellurium (Te), polonium (Po), nitrogen (N), phosphorus (P), boron (B) and silicon (Si), or a substituted or unsubstituted 5-7 membered heteroaryl containing 1-5 atoms independently selected from oxygen (O), sulfur (S), selenium (Se), tellurium (Te), polonium (Po), nitrogen (N), phosphorus (P), boron (B) and silicon (Si);
- R2 and R3 each independently represent hydrogen, hydroxyl, amino, mercapto, nitro, cyano, substituted or unsubstituted amide, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkylamino, substituted or unsubstituted aryl, substituted or unsubstituted aryloxy, substituted or unsubstituted arylthio, substituted or unsubstituted arylamino, or halogen;
- R4 represents hydrogen, a substituted or unsubstituted alkyl, or a substituted or unsubstituted aryl;
- Y is an acid anion selected from inorganic acid ions, organic acid ions and halide ions.
5 more elements
Dependencies are inferred from the claim text.