Patents Assigned to Avecia Biotechnology Inc.
-
Patent number: 8193337Abstract: A process for the preparation of an oligonucleotide having at least one phosphate internucleotide linkage I provided. The process comprises the steps of: a) forming a nascent oligonucleotide comprising a phosphorus (III) internucleotide linkage; and b) oxidation of the nascent oligonucleotide with aqueous iodine solution thereby to form a phosphorus (V) internucleotide linkage; wherein the oxidation is carried out in the presence of a base, the conjugate acid of said base having a pKa higher than the pKa of the conjugate acid of pyridine. Preferably the base is N-methylimidazole.Type: GrantFiled: July 14, 2008Date of Patent: June 5, 2012Assignee: Avecia Biotechnology, Inc.Inventor: Nanda D. Sinha
-
Patent number: 8163891Abstract: A process for the preparation of a poly(alkoxylated) oligonucleotide is provided. The process comprises reacting an oligonucleotide which has been purified by ultrafiltration with a poly(alkoxide) thereby to form a poly(alkoxylated) oligonucleotide. The poly(alkoxyalted) oligonucleotide may be separated from non-poly(alkoxyalted) oligonucleotide by ultrafiltration under denaturing conditions, such as the presence of organic solvents, for example, ethanol; the presence of urea; the addition of chaotropic salts, for example perchlorate and guanidinium salts; the presence of formamide; and the application of heat, for example a temperature of up to about 70° C.Type: GrantFiled: November 20, 2006Date of Patent: April 24, 2012Assignee: Avecia Biotechnology IncInventors: Nanda Dulal Sinha, Saied Shaikh, Satya Kuchimanchi
-
Patent number: 8093397Abstract: A process for the synthesis of oligonucleotides using phosphoramidite chemistry is provided. The process employs as activator a 1,1-dioxo-1,2-dihydro-1?6-benzo[d]isothiazol-3-one, preferably in the presence of an organic base.Type: GrantFiled: October 6, 2008Date of Patent: January 10, 2012Assignee: Avecia Biotechnology, Inc.Inventors: Nanda Sinha, William Edward Zedalis, Gregory Keith Miranda
-
Patent number: 7960542Abstract: A process for the purification of an oligonucleotide synthon is provided. The process comprises subjecting an organic solution comprising an oligonucleotide synthon and lower molecular weight impurities to nanofiltration whereby the ratio of an oligonucleotide synthon to lower molecular weight impurities in the solution is increased after the nanofiltration. Preferably, the oligonucleotide synthon is a nucleoside phosphoramidite or nucleoside H-phosphonate. The nanofiltration membrane is preferably a polyimide membrane having a molecular weight cut off of 400.Type: GrantFiled: December 16, 2003Date of Patent: June 14, 2011Assignee: Avecia Biotechnology, Inc.Inventors: Andrew Timothy Boam, Andrew Guy Livingston, Dinesh Nair, Paul McCormac, Stephen Hargreaves
-
Patent number: 7872121Abstract: Nitrogen-protecting groups are removed from the exocyclic nucleobase portion of a 2?-O protected nucleotide or 2?-halo nucleotide by contacting the nucleotide with an inorganic base. Typical is the removal of t-butylphenoxyacetyl protecting groups from the nucleobase portion of a 2?-O protected nucleotide on which the 2?-O protecting group is t-butyldimethylsilyl, removal or deprotection being accomplished by contact with a potassium carbonate solution.Type: GrantFiled: April 15, 2005Date of Patent: January 18, 2011Assignee: Avecia Biotechnology, Inc.Inventors: Nanda Dulal Sinha, Satya Kuchimanchi
-
Patent number: 7635772Abstract: A process for the synthesis of an oligonucleotide is provided in which an oligonucleotide is assembled on a swellable solid support using the phosphoramidite approach in the presence of an activator, wherein the activator is not tetrazole or a substituted tetrazole. Preferred activators are pyridinium, imidazolinium and benzimidazolinium salts; benzotriazole and derivatives thereof; and saccharin or a saccharin derivative. Preferred swellable solid supports comprise functionalised polystyrene, partially hydrolysed polyvinylacetate or poly(acrylamide).Type: GrantFiled: December 16, 2003Date of Patent: December 22, 2009Assignee: Avecia Biotechnology Inc.Inventor: Paul McCormac
-
Patent number: 7560555Abstract: A process for the preparation of a compound of formula R1—Y1—P(NR2R3)2 is provided. The process comprises reacting a compound of formula PX3 with a compound of formula HNR2R3 to form a compound of formula X—P(NR2R3)2; and reacting the compound of formula X—P(NR2R3)2 with a compound of formula R1—Y1—H in the presence of a hydrocarbon solvent to form the compound of formula R1—Y1—P(NR2R3)2. R1 represents a phosphorus protecting group; R2 and R3 each independently represent an alkyl, prefer-ably a C1-6alkyl, group, or R2 and R3 are joined, together with the N to which they are attached, to form a 5-7 membered ring; Y1 represents O or S, preferably O; and X represents a halogen, preferably Cl. The preferred solvent is toluene.Type: GrantFiled: December 16, 2003Date of Patent: July 14, 2009Assignee: Avecia Biotechnology Inc.Inventors: Jonathan Mark Hardy, Stephen Edward Dinizo
-
Publication number: 20090085006Abstract: A process for the synthesis of oligonucleotides using phosphoramidite chemistry is provided. The process employs as activator a 1,1-dioxo-1,2-dihydro-1?6-benzo[d]isothiazol-3-one, preferably in the presence of an organic base.Type: ApplicationFiled: October 6, 2008Publication date: April 2, 2009Applicant: AVECIA BIOTECHNOLOGY, INC.Inventors: Nanda Sinha, William Edward Zedalis, Gregory Keith Miranda
-
Patent number: 7501505Abstract: A process for the synthesis of oligonucleotides using phosphoramidite chemistry is provided. The process employs as activator a 1,1-dioxo-1,2-dihydro-1?6-benzo[d]isothiazol-3-one, preferably in the presence of an organic base.Type: GrantFiled: July 1, 2002Date of Patent: March 10, 2009Assignee: Avecia Biotechnology, Inc.Inventors: Nanda Sinha, William Edward Zedalis, Gregory Keith Miranda
-
Patent number: 7476709Abstract: A process for the preparation of an oligonucleotide is provided. The process comprises the assembly of an oligonucleotide attached to a solid support, wherein the solid support is prepared by a process comprising polymerisation of a monomer which comprises a protected hydroxypolyC2-4 alkyleneoxy chain attached to a polymerisable unit wherein the protected hydroxypolyC2-4 alkyleneoxy chain contains from 2 to 10 C2-4 alkyleneoxy groups and wherein the hydroxypolyC2-4 alkyleneoxy chain is protected with an acid-labile protecting group, preferably an optionally substituted trityl group.Type: GrantFiled: April 25, 2003Date of Patent: January 13, 2009Assignee: Avecia Biotechnology Inc.Inventors: David John Moody, Donald Alfred Wellings, Paul McCormac
-
Patent number: 7365132Abstract: A polymer support is provided which comprises protected hydroxypolyC2-4 alkyleneoxy chains attached to a cross-linked polymer wherein the protected hydroxypolyC2-4 alkyleneoxy chain contains from 2 to 10 C2-4 alkyleneoxy groups and wherein the hydroxypolyC2-4 alkyleneoxy chains are protected with an acid labile group. The acid labile protecting group is preferably a poly-aryl methane protecting group. A monomer and process for the preparation of said support are also provided.Type: GrantFiled: April 25, 2003Date of Patent: April 29, 2008Assignee: Avecia Biotechnology Inc.Inventors: David John Moody, Donald Alfred Wellings
-
Patent number: 7247720Abstract: A process for the phosphitylation of an alcohol or thiol with a phosphitylation agent in the presence of an activator is provided. The activator has the formula: wherein p is 0 or an integer from 1 to 4 and R for each occurrence is a substituent. Preferably X7 is O and p is 0. The activator is commonly employed as a salt complex with an organic base. Preferred alcohols or thiols include nucleosides and oligonucleotides. The process is particularly suited for the synthesis of phosphoramidites.Type: GrantFiled: October 8, 2003Date of Patent: July 24, 2007Assignee: Avecia Biotechnology Inc.Inventor: Nanda Dulal Sinha
-
Patent number: 7230095Abstract: A solid support bound polynucleotide, preferably a 3?-O- or 5?-O-substituted polynucleotide, is disclosed. The polynucleotides are of formula: wherein Q is a substantially pure polynucleotide, each X is O or S; Y is an inert spacer group; R represents the solid support. Also disclosed is a method of isolating a target biomolecule, preferably a protein or a polynucleotide, from a mixture.Type: GrantFiled: April 25, 2002Date of Patent: June 12, 2007Assignee: Avecia Biotechnology Inc.Inventor: Nanda Dulal Sinha
-
Patent number: 7038027Abstract: The present invention relates to a method of preventing modification of a synthetic oligonucleotide or oligonucleotide analog during removal of at least one ?-cyanoethyl protecting group from the oligonucleotide or oligonucleotide analog. The method involves contacting the oligonucleotide or oligonucleotide analog with a basic solution having at least one acrylonitrile scavenger, such as t-butylamine, at a sufficient temperature and for a sufficient period of time to remove at least one ?-cyanoethyl protecting group. The present invention also relates to a method of producing a synthetic oligonucleotide or oligonucleotide analog.Type: GrantFiled: June 12, 2001Date of Patent: May 2, 2006Assignee: Avecia Biotechnology, Inc.Inventor: Nanda D. Sinha
-
Publication number: 20060069247Abstract: A process for the phosphitylation of an alcohol or thiol with a phosphitylation agent in the presence of an activator is provided. The activator has the formula: wherein p is 0 or an integer from 1 to 4 and R for each occurrence is a substituent. Preferably X7 is O and p is 0. The activator is commonly employed as a salt complex with an organic base. Preferred alcohols or thiols include nucleosides and oligonucleotides. The process is particularly suited for the synthesis of phosphoramidites.Type: ApplicationFiled: October 8, 2003Publication date: March 30, 2006Applicant: Avecia Biotechnology Inc.Inventor: Nanda Sinha
-
Publication number: 20030229218Abstract: The present invention relates to phosphoramidite compounds, especially to a trivalent phosphorus multimer, a method of utilizing a trivalent phosphorus multimer to prepare an oligonucleotide, and a method of preparing a trivalent phosphorus multimer. In addition, the invention relates to a solid support that is derivatized with a trivalent phosphorus multimer and a method of preparing the same.Type: ApplicationFiled: March 7, 2003Publication date: December 11, 2003Applicant: Avecia Biotechnology Inc.Inventor: Nanda D. Sinha
-
Patent number: 6538128Abstract: The invention provides improved processes for oligonucleotide synthesis utilizing arenes as solvents for detritylation of oligonucleotides.Type: GrantFiled: March 22, 1999Date of Patent: March 25, 2003Assignee: Avecia Biotechnology, Inc.Inventors: Guangrong Zhang, Jin-Yan Tang
-
Patent number: 6500944Abstract: The invention relates to the chemical synthesis of oligonucleotides and to chemical entities useful in such synthesis. More particularly, the invention relates to sulfurization of the internucleotide linkages of oligonucleotides. The invention provides a process to synthesize new sulfur transfer reagents and a process for their use in sulfurizing oligonucleotides. The sulfur transfer reagents according to the invention are inexpensive to make, stable in storage and in solution, and highly efficient in sulfurization.Type: GrantFiled: July 16, 1997Date of Patent: December 31, 2002Assignee: Avecia Biotechnology, Inc.Inventors: Saroj K. Roy, Jin-Yan Tang
-
Publication number: 20020072593Abstract: The present invention relates to a method of preventing modification of a synthetic oligonucleotide or oligonucleotide analog during removal of at least one &bgr;-cyanoethyl protecting group from the oligonucleotide or oligonucleotide analog. The method involves contacting the oligonucleotide or oligonucleotide analog with a basic solution having at least one acrylonitrile scavenger, such as t-butylamine, at a sufficient temperature and for a sufficient period of time to remove at least one &bgr;-cyanoethyl protecting group. The present invention also relates to a method of producing a synthetic oligonucleotide or oligonucleotide analog.Type: ApplicationFiled: June 12, 2001Publication date: June 13, 2002Applicant: Avecia Biotechnology Inc.Inventor: Nanda D. Sinha
-
Patent number: 6392031Abstract: The invention provides passivated organic polymer supports, processes for their preparation and processes for their use in oligonucleotide synthesis that allow for highly efficient solid phase synthesis of oligonucleotides.Type: GrantFiled: September 10, 1997Date of Patent: May 21, 2002Assignee: Avecia Biotechnology Inc.Inventors: Jin-Yan Tang, Jimmy X. Tang