Modified nucleotides

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

Reexamination Certificate

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Details

C536S023100, C536S024300, C536S024330, C536S025300, C536S026600, C435S006120, C435S091100, C435S091200

Reexamination Certificate

active

07541444

ABSTRACT:
The invention provides modified nucleotide or nucleoside molecule comprising a purine or pyrimidine base and a ribose or deoxyribose sugar moiety having a removable 3′-OH blocking group covalently attached thereto, such that the 3′ carbon atom has attached a group of the structure —O-Z wherein Z is any of —C(R′)2-O—R″, —C(R′)2-N(R″)2, —C(R′)2-N(H)R″, —C(R′)2-S—R″ and —C(R′)2-F, wherein each R″ is or is part of a removable protecting group; each R′ is independently a hydrogen atom, an alkyl, substituted alkyl, arylalkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocyclic, acyl, cyano, alkoxy, aryloxy, heteroaryloxy or amido group, or a detectable label attached through a linking group; or (R′)2 represents an alkylidene group of formula ═C(R′″)2 wherein each R′″ may be the same or different and is selected from the group comprising hydrogen and halogen atoms and alkyl groups; and wherein said molecule may be reacted to yield an intermediate in which each R″ is exchanged for H or, where Z is —C(R′)2-F, the F is exchanged for OH, SH or NH2, preferably OH, which intermediate dissociates under aqueous conditions to afford a molecule with a free 3′OH; with the proviso that where Z is —C(R′)2-S—R″, both R′ groups are not H.

REFERENCES:
patent: 4711955 (1987-12-01), Ward et al.
patent: 4772691 (1988-09-01), Herman
patent: 4824775 (1989-04-01), Dattagupta et al.
patent: 4863849 (1989-09-01), Melamede
patent: 5118605 (1992-06-01), Urdea
patent: 5174962 (1992-12-01), Brennan et al.
patent: 5175269 (1992-12-01), Stavrianopoulos
patent: 5302509 (1994-04-01), Cheeseman
patent: 5328824 (1994-07-01), Ward et al.
patent: 5436143 (1995-07-01), Hyman
patent: 5449767 (1995-09-01), Ward et al.
patent: 5476928 (1995-12-01), Ward et al.
patent: 5516664 (1996-05-01), Hyman
patent: 5534424 (1996-07-01), Uhlen et al.
patent: 5547839 (1996-08-01), Dower et al.
patent: 5547859 (1996-08-01), Goodman et al.
patent: 5602000 (1997-02-01), Hyman
patent: 5763594 (1998-06-01), Hiatt et al.
patent: 5770367 (1998-06-01), Southern et al.
patent: 5798210 (1998-08-01), Canard et al.
patent: 5808045 (1998-09-01), Hiatt et al.
patent: 5821356 (1998-10-01), Khan et al.
patent: 5849542 (1998-12-01), Reeve et al.
patent: 5872244 (1999-02-01), Hiatt et al.
patent: 5885775 (1999-03-01), Haff et al.
patent: 6001566 (1999-12-01), Canard et al.
patent: 6008379 (1999-12-01), Benson et al.
patent: 6046005 (2000-04-01), Ju et al.
patent: 6074823 (2000-06-01), Koster
patent: 6087095 (2000-07-01), Rosenthal et al.
patent: 6136543 (2000-10-01), Anazawa et al.
patent: 6214987 (2001-04-01), Hiatt et al.
patent: 6218118 (2001-04-01), Sampson et al.
patent: 6218530 (2001-04-01), Rothschild et al.
patent: 6232465 (2001-05-01), Hiatt et al.
patent: 6242193 (2001-06-01), Anazawa et al.
patent: 6255475 (2001-07-01), Kwiatkowski
patent: 6287821 (2001-09-01), Shi et al.
patent: 6309836 (2001-10-01), Kwiatkowski et al.
patent: 6312893 (2001-11-01), Van Ness et al.
patent: 6380378 (2002-04-01), Kitamura et al.
patent: 6524829 (2003-02-01), Seeger
patent: 6613508 (2003-09-01), Van Ness et al.
patent: 6639088 (2003-10-01), Kwiatkowski
patent: 6664079 (2003-12-01), Ju et al.
patent: 6780591 (2004-08-01), Williams et al.
patent: 6787308 (2004-09-01), Balasubramanian et al.
patent: 6911345 (2005-06-01), Quake et al.
patent: 6982146 (2006-01-01), Schneider et al.
patent: 7037687 (2006-05-01), Williams et al.
patent: 7056666 (2006-06-01), Dower et al.
patent: 7057026 (2006-06-01), Barnes et al.
patent: 7057031 (2006-06-01), Olejnik et al.
patent: 7074597 (2006-07-01), Ju
patent: 7078499 (2006-07-01), Odedra et al.
patent: 7105300 (2006-09-01), Parce et al.
patent: 2003/0008285 (2003-01-01), Fischer
patent: 2003/0104437 (2003-06-01), Barnes et al.
patent: 2003/0186256 (2003-10-01), Fischer
patent: 2004/0014096 (2004-01-01), Anderson et al.
patent: 2004/0096825 (2004-05-01), Chenna et al.
patent: 2006/0160081 (2006-02-01), Milton et al.
patent: 2006/0188901 (2006-08-01), Barnes et al.
patent: 4141 178 (1993-06-01), None
patent: 0 992 511 (2000-04-01), None
patent: 1 182 267 (2002-02-01), None
patent: 1 291 354 (2003-03-01), None
patent: 0 808 320 (2003-04-01), None
patent: 1 337 541 (2007-03-01), None
patent: 1 218 391 (2007-04-01), None
patent: 1 790 736 (2007-05-01), None
patent: WO 89/09282 (1989-10-01), None
patent: WO 90/13666 (1990-11-01), None
patent: WO 91/06678 (1991-05-01), None
patent: WO 92/10587 (1992-06-01), None
patent: WO 93/05183 (1993-03-01), None
patent: WO 93/21340 (1993-10-01), None
patent: WO 94/14972 (1994-07-01), None
patent: WO 96/07669 (1996-03-01), None
patent: WO 96/23807 (1996-08-01), None
patent: WO 96/27025 (1996-09-01), None
patent: WO 99/05315 (1999-02-01), None
patent: WO 99/57321 (1999-11-01), None
patent: WO 00/02895 (2000-01-01), None
patent: WO 00/06770 (2000-02-01), None
patent: WO 0015844 (2000-03-01), None
patent: WO 00/18956 (2000-04-01), None
patent: WO 00/21974 (2000-04-01), None
patent: WO 00/50642 (2000-08-01), None
patent: WO 00/53805 (2000-09-01), None
patent: WO 00/53812 (2000-09-01), None
patent: WO 00/70073 (2000-11-01), None
patent: WO 01/16375 (2001-03-01), None
patent: WO 01/23610 (2001-04-01), None
patent: WO 01/25247 (2001-04-01), None
patent: WO 01/32930 (2001-05-01), None
patent: WO 01/57248 (2001-08-01), None
patent: WO 01/57249 (2001-08-01), None
patent: WO 01/92284 (2001-12-01), None
patent: WO 02/02813 (2002-01-01), None
patent: WO 02/22883 (2002-03-01), None
patent: WO 02/29003 (2002-04-01), None
patent: WO 02/072892 (2002-09-01), None
patent: WO 02/079519 (2002-10-01), None
patent: WO 02/088381 (2002-11-01), None
patent: WO 02/088382 (2002-11-01), None
patent: WO 03/002767 (2003-01-01), None
patent: WO 03/020968 (2003-03-01), None
patent: WO 03/048178 (2003-06-01), None
patent: WO 03/048387 (2003-06-01), None
patent: WO 03/085135 (2003-10-01), None
patent: WO 2004/007773 (2004-01-01), None
patent: WO 2004/018493 (2004-03-01), None
patent: WO 2004/018497 (2004-03-01), None
patent: WO/2005/084367 (2005-09-01), None
Zavgorodny et al. Tetraheron Letters, vol. 32, No. 51, pp. 7593-7596, 1991.
J. Brunckova et al., Tetrahedron Letters, (1994), vol. 35, pp. 6619-6622.
S. Nishino et al., Heteroatom Chemistry, (1991), vol. 2, pp. 187-196.
M. Kre{hacek over (c)}merová et al., Collect. Czech. Chem. Commun., (1990), vol. 55, pp. 2521-2536.
P. J. L. M. Quaedflieg et al., Tetrahedron Letters, (1992), vol. 33, No. 21, pp. 3081-3084.
J. I. Yamashita et al., Chem Pharm. Bull., (1987), vol. 35, pp. 2373-2381.
S.G. Zavgorodny et al., Nucleosides, Nucleotides & Nucleic Acids, (2000), 19(10-12), 1977-1991.
U.S. Appl. No. 90/008,149, filed Aug. 4, 2006, Gitten.
U.S. Appl. No. 90/008,152, filed Aug. 3, 2006, Gitten.
Bergmann et al., Allyl As Internucleotide Protecting Group In DNA Synthesis To Be Cleaved Off By Ammonia, Tetrahedron, 51:6971-6976 (1995).
Green et al., Protective Groups In Organic Synthesis, John Wiley & Sons, Inc., 67-74 and 574-576 (1999).
Guibe, Allylic Protecting Groups And Their Use In A Complex Environment Part I : Allylic Protection Of Alcohols, Tetrahedron, 53:13509-13556 (1997).
Guibe, Allylic Protecting Groups And Their Use In A Complex Environment Part II: Allylic Protecting Groups And Their Removal Through Catalytic Palladium TT-Allyl Methodology, Tetrahedron, 54:2967-3042 (1998).
Hayakawa et al., O-Allyl Protection Of Guanine And Thymine Residues In Oligodeoxyribonucleotides, J. Organometallic Chem., 58:5551-5555 (1993).
Kitamura et al., (P (C6H5)3)CpRu+-Catalyzed Deprotection Of Allyl Carboxylic Esters, J. Org. Chem., 67:4975-4977 (2002).
Kloosterman et al., The Relative Stability Of Allyl Ether, Allyloxycarbonyl Ester And Prop-2 Enylidene Acetal, Protective Groups Toward Iridium, Rhodium And Palladium Catalysts, Tetrahedron Letters, 26:5045-5048 (1985).
Kocienski, Protecting Groups, Georg Thieme Verlag, Stuttgart, 61-68 (19

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