Modified phosphorous intermediates for providing functional groups on the 5' end of oligonucleotides

Phosphoramidites of the formula where R is a base-labile protecting group, R and R are individually alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, or aryl of 6 to 20 carbon atoms or are joined together to form with the nitrogen atom a cyclic structure of 4-7 carbon atoms and 0 to 1...

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Hauptverfasser: STEPHEN COUTTS, DAVID S. JONES, JOHN P. HACHMANN, DOUGLAS ALAN LIVINGSTON, MICHAEL J. CONRAD
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creator STEPHEN COUTTS
DAVID S. JONES
JOHN P. HACHMANN
DOUGLAS ALAN LIVINGSTON
MICHAEL J. CONRAD
description Phosphoramidites of the formula where R is a base-labile protecting group, R and R are individually alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, or aryl of 6 to 20 carbon atoms or are joined together to form with the nitrogen atom a cyclic structure of 4-7 carbon atoms and 0 to 1 annular chalcogen atoms of atomic number 8 to 16, G is a hydrocarbylene group of 1 to 20 carbon atoms and Z is a hydroxy-protected vicinal diol group bound to G by one of the vicinal diol carbon atoms or a disulfide group and bound to G by one of the sulfur atoms of the disulfide group, with the proviso that G is of at least 4 carbon atoms when Z is said disulfide group are used in conventional automated oligonucleotide synthesis to introduce a functional aldehyde or thiol group on the 5 min end of the oligonucleotide to thereby provide a reactive site on the oligonucleotide that may be used to conjugate the oligonucleotide to molecules that contain a free amino group or an electrophilic center reactive with a thiol group.
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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM
CHEMISTRY
DERIVATIVES THEREOF
HETEROCYCLIC COMPOUNDS
METALLURGY
NUCLEIC ACIDS
NUCLEOSIDES
NUCLEOTIDES
ORGANIC CHEMISTRY
SUGARS
title Modified phosphorous intermediates for providing functional groups on the 5' end of oligonucleotides
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