C07F9/4461

SYNTHESIS OF BACKBONE MODIFIED MORPHOLINO OLIGONUCLEOTIDES AND CHIMERAS USING PHOSPHORAMIDITE CHEMISTRY
20220144867 · 2022-05-12 ·

Amine substituted morpholino oligonucleotides, other than the classical N,N-dimethylamino PMO analogue, and methods of efficiently synthesizing these oligonucleotides with high yield are provided. Morpholino oligonucleotides having thiophosphoramidate, phosphoramidate, and alkyl phosphoramidate linkers. Chimeras containing unmodified DNA/RNA and other analogs of DNA/RNA can be prepared. These oligonucleotides form duplexes with complementary DNA or RNA that are more stable than natural DNA or DNA/RNA complexes, are active with RNAse H1, and may be transfected into cells using standard lipid reagents. These analogues are therefore useful for numerous applications.

Synthesis of backbone modified morpholino oligonucleotides and chimeras using phosphoramidite chemistry

Amine substituted morpholino oligonucleotides, other than the classical N,N-dimethylamino PMO analogue, and methods of efficiently synthesizing these oligonucleotides with high yield are provided. Morpholino oligonucleotides having thiophosphoramidate, phosphoramidate, and alkyl phosphoramidate linkers. Chimeras containing unmodified DNA/RNA and other analogs of DNA/RNA can be prepared. These oligonucleotides form duplexes with complementary DNA or RNA that are more stable than natural DNA or DNA/RNA complexes, are active with RNAse H1, and may be transfected into cells using standard lipid reagents. These analogues are therefore useful for numerous applications.

Chemoselective thiol-conjugation with alkene or alkyne-phosphonamidates

Disclosed are novel conjugates and processes for the preparation thereof. A process for the preparation of alkene- or alkyne-phosphonamidates comprises the steps of (I) reacting a compound of formula (III) ##STR00001## with an azide of formula (IV) ##STR00002## to prepare a compound of formula (V) ##STR00003## (II) reacting a compound of formula (V) with a thiol-containing molecule of formula (VI) ##STR00004## resulting in a compound of formula (VII) ##STR00005##

CHEMOSELECTIVE THIOL-CONJUGATION WITH ALKENE OR ALKYNE-PHOSPHONAMIDATES

Disclosed are novel conjugates and processes for the preparation thereof. A process for the preparation of alkene- or alkyne-phosphonamidates comprises the steps of (I) reacting a compound of formula (III)

##STR00001## with an azide of formula (IV)

##STR00002## to prepare a compound of formula (V)

##STR00003## (II) reacting a compound of formula (V) with a thiol-containing molecule of formula (VI)

##STR00004## resulting in a compound of formula (VII)

##STR00005##

CHEMOSELECTIVE THIOL-CONJUGATION WITH ALKENE OR ALKYNE-PHOSPHONAMIDATES

Disclosed are novel conjugates and processes for the preparation thereof. A process for the preparation of alkene- or alkyne-phosphonamidates comprises the steps of (I) reacting a compound of formula (III)

##STR00001## with an azide of formula (IV)

##STR00002## to prepare a compound of formula (V)

##STR00003## (II) reacting a compound of formula (V) with a thiol-containing molecule of formula (VI)

##STR00004## resulting in a compound of formula (VII)

##STR00005##

Method for suppressing protein adsorption

Provided is a novel method of suppressing non-specific protein adsorption. The above-mentioned object can be achieved by treating a solid phase with a solid phase-treating liquid containing a phosphorylcholine group-containing polymer as a main component, and treating a specimen with a specimen-treating liquid containing, as a main component, a polymer having a phosphorylcholine group, a hydroxy group, and a hydrophobic group, followed by addition of the treated specimen to the treated solid phase.

CHEMOSELECTIVE THIOL-CONJUGATION WITH ALKENE OR ALKYNE-PHOSPHONAMIDATES

Disclosed are novel conjugates and processes for the preparation thereof. A process for the preparation of alkene- or alkyne-phosphonamidates comprises the steps of (I) reacting a compound of formula (III), with an azide of formula (IV), to prepare a compound of formula (V), reacting a compound of formula (V) with a thiol-containing molecule of formula (VI), resulting in a compound of formula (VII).

##STR00001##

SYNTHESIS OF BACKBONE MODIFIED MORPHOLINO OLIGONUCLEOTIDES AND CHIMERAS USING PHOSPHORAMIDITE CHEMISTRY
20190218236 · 2019-07-18 ·

Amine substituted morpholino oligonucleotides, other than the classical N,N-dimethylamino PMO analogue, and methods of efficiently synthesizing these oligonucleotides with high yield are provided. Morpholino oligonucleotides having thiophosphoramidate, phosphoramidate, and alkyl phosphoramidate linkers. Chimeras containing unmodified DNA/RNA and other analogs of DNA/RNA can be prepared. These oligonucleotides form duplexes with complementary DNA or RNA that are more stable than natural DNA or DNA/RNA complexes, are active with RNAse H1, and may be transfected into cells using standard lipid reagents. These analogues are therefore useful for numerous applications.

Synthesis of backbone modified morpholino oligonucleotides and chimeras using phosphoramidite chemistry

Amine substituted morpholino oligonucleotides, other than the classical N,N-dimethylamino PMO analogue, and methods of efficiently synthesizing these oligonucleotides with high yield are provided. Morpholino oligonucleotides having thiophosphoramidate, phosphoramidate, and alkyl phosphoramidate linkers. Chimeras containing unmodified DNA/RNA and other analogs of DNA/RNA can be prepared. These oligonucleotides form duplexes with complementary DNA or RNA that are more stable than natural DNA or DNA/RNA complexes, are active with RNAse H1, and may be transfected into cells using standard lipid reagents. These analogues are therefore useful for numerous applications.

METHOD FOR SUPPRESSING PROTEIN ADSORPTION

Provided is a novel method of suppressing non-specific protein adsorption. The above-mentioned object can be achieved by treating a solid phase with a solid phase-treating liquid containing a phosphorylcholine group-containing polymer as a main component, and treating a specimen with a specimen-treating liquid containing, as a main component, a polymer having a phosphorylcholine group, a hydroxy group, and a hydrophobic group, followed by addition of the treated specimen to the treated solid phase.