Organic compounds -- part of the class 532-570 series – Organic compounds – Sulfur containing
Patent
1994-11-08
1998-07-28
Kight, John
Organic compounds -- part of the class 532-570 series
Organic compounds
Sulfur containing
568 23, 536 231, 536 2532, C07C32100, C07C32300, C07C38100
Patent
active
057865124
ABSTRACT:
Phosphoramidites of the formula ##STR1## where R is a base-labile protecting group, R.sup.1 and R.sup.2 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' 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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Conrad Michael J.
Coutts Stephen
Hachmann John P.
Jones David S.
Livingston Douglas Alan
Crane L. Eric
Kight John
LaJolla Pharmaceutical Company
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