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Serge Beaucage Phones & Addresses

  • 12905 Beethoven Blvd, Silver Spring, MD 20904 (301) 890-2561
  • Mountain View, CA
  • Bethesda, MD
  • Ann Arbor, MI
  • Boulder, CO

Publications

Us Patents

Thermolabile Phosphorus Protecting Groups, Associated Intermediates And Methods Of Use

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US Patent:
6762298, Jul 13, 2004
Filed:
Feb 23, 2001
Appl. No.:
09/792799
Inventors:
Serge L. Beaucage - Silver Spring MD
Andrzej Wilk - Bethesda MD
Andrzej Grajkowski - Bethesda MD
Assignee:
The United States of America as represented by the Department of Health and Human Services - Washington DC
International Classification:
C07H 2100
US Classification:
536 2531, 536 253, 536 2533, 536 2534
Abstract:
The invention provides a method of thermally deprotecting the internucleosidic phosphorus linkage of an oligonucleotide, which method comprises heating a protected oligonucleotide in a fluid medium at a substantially neutral pH, so as to deprotect the oligonucleotide. The present invention further provides a method of synthesizing an oligonucleotide using the thermal deprotection method described above, and novel oligonucleotides and intermediates that incorporate the thermolabile protecting group used in accordance with the present invention.

N-Acylphosphoramidites And Their Use In Oligonucleotide Synthesis

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US Patent:
6965041, Nov 15, 2005
Filed:
Feb 16, 2000
Appl. No.:
09/937292
Inventors:
Serge L. Beaucage - Silver Spring MD, US
Andrzej Wilk - Bethesda MD, US
Andrzej Grajkowski - Bethesda MD, US
Assignee:
The United States of America as represented by the Department of Health and Human Services - Washington DC
International Classification:
C07D407/12
C07H021/00
US Classification:
549472, 536 253, 536 2611
Abstract:
The present invention provides a compound of formula (I), (II), or (III), wherein R, R, R, R, and R are the same or different and each is H an alkyl, an alkenyl, an alkynyl, a cycloalkyl, an aryl, or an aralkyl. Alternatively, either of Ror R combined with either of Ror R comprises a ring. Ris a protecting group or a solid support Ris H or an alkyl. Ris a protecting group, an amidoalkyl, an alkyl, an alkyl ketone, an alkenyl, an alkynyl, a cycloalkyl, an aryl, or an aralkyl. Ris H or a protecting group. Q and Qare the same or different and each is a nucleoside, an oligonucleotide comprising a nucleoside, or an oligomer comprising a nucleoside, which is of formula (a) or (b), wherein B is a labeling group, an alkyl, an alkenyl, an alkynyl, a cyclic group optionally containing one or more heteroatoms, or an amino; and, E is H, a halogen, a hydroxy, an alkoxy, an ester, an amino or a protecting group. X and Xare independently O, S, or Se, and n is an integer from 1 to about 300. Each Q in each monomeric unit defined by n can be the same or different.

Thermolabile Hydroxyl Protecting Groups And Methods Of Use

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US Patent:
7355037, Apr 8, 2008
Filed:
Dec 3, 2002
Appl. No.:
10/497416
Inventors:
Serge L. Beaucage - Silver Spring MD, US
Andrzej Grajkowski - Bethesda MD, US
Andrzej Wilk - N. Potomac MD, US
Assignee:
The United States of America as represented by the Department of Health and Human Services - Washington DC
International Classification:
C07H 21/00
US Classification:
536 2531, 536 2533, 536 2534
Abstract:
Provided is a hydroxyl-protected alcohol of the formula R—O—Pg, wherein Pg is a protecting group of the formula:.

Thermolabile Hydroxyl Protecting Groups And Methods Of Use

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US Patent:
7612197, Nov 3, 2009
Filed:
May 7, 2004
Appl. No.:
10/556219
Inventors:
Serge L Beaucage - Silver Spring MD, US
Marcin K Chmielewski - Poznan, PL
Assignee:
The United States of America as repesented by the Secretary of the Department of Health and Human Services - Washington DC
International Classification:
C07H 21/00
US Classification:
536 253, 536 221, 536 2531
Abstract:
Provided is a hydroxyl-protected alcohol comprising a thermolabile hydroxyl-protecting group comprising a 2-pyridyl substituent and a precursor of the thermolabile hydroxyl-protected alcohol. An exemplary thermolabile hydroxyl-protected alcohol is represented by the formula Pg-O—R, wherein Pg is a protecting group of the formula: (Formula) wherein: A is a 2-pyridyl; Z is CHor NR; R, R, R, Rand R are the same or different and each can be, e. g. , H, alkyl, or alkyl comprising an aryl substituent; W is CO, CS, or SO; and R is the organic residue of the hydroxyl-protected alcohol. Also provided is a method of producing an alcohol, which method comprises heating the hydroxyl-protected alcohol, which optionally may be obtained from a precursor, at a temperature effective to cleave the hydroxyl-protecting group. The method can be used to produce oligonucleotides.

Cpg Oligonucleotide Prodrugs, Compositions Thereof And Associated Therapeutic Methods

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US Patent:
20090263405, Oct 22, 2009
Filed:
Dec 13, 2005
Appl. No.:
11/721409
Inventors:
Daniela Verthelyi - Potomac MD, US
Serge L. Beaucage - Silver Spring MD, US
Andrzej Grajkowski - Kensington MD, US
Assignee:
GOVERNMENT OF THE UNITED STATES OF AMERICA REPRESENTED BY THE SECRETARY - ROCKVILLE MD
International Classification:
A61K 39/00
A61K 31/7088
C07H 21/00
US Classification:
4241841, 514 44 R, 536 231
Abstract:
The present invention provides a CpG oligonucleotide prodrug that includes a thermolabile substituent on at least one nucleotide thereof. The present invention also provides compositions that include a carrier and a therapeutically effective amount of at least one CpG oligonucleotide prodrug. The present invention further provides therapeutic methods of using such thermolabile CpG oligonucleotide prodrugs and compositions thereof. The present invention further provides a method of inhibiting tetrad formation in a CpG oligonucleotide by functionalizing the CpG oligonucleotide with one or more thermolabile substituents.

2'-O-Aminooxymethyl Nucleoside Derivatives For Use In The Synthesis And Modification Of Nucleosides, Nucleotides And Oligonucleotides

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US Patent:
20140051846, Feb 20, 2014
Filed:
Mar 29, 2012
Appl. No.:
14/008805
Inventors:
Serge L. Beaucage - Silver Spring MD, US
Jacek Cieslak - Kensington MD, US
Assignee:
TheUnited ofAmerica,asrepresentedbythe Secre -tary,Department ofHealthand Human Service - Bethesda MD
International Classification:
C07H 19/16
C07H 1/00
C07H 19/048
US Classification:
536 2531, 536 2853, 536 285, 536 273, 536 2723
Abstract:
Disclosed are O-protected compounds of the formula (I): wherein B is an optionally protected nucleobase, and R-Rare as described herein, a method of preparing such compounds, and a method of preparing oligonucleotides such as RNA starting from such compounds. The O-protected compounds have one or more advantages, for example, the 2′-O-protected compound is stable during the various reaction steps involved in oligonucleotide synthesis; the protecting group can be easily removed after the synthesis of the oligonucleotide, for example, by reaction with tetrabutylammonium fluoride; and/or the O-protected groups do not generate DNA/RNA alkylating side products, which have been reported during removal of 2′-O-(2-cyanoethyl)oxymethyl or 2′-O-[2-(4-tolylsulfonyl)ethoxymethyl groups under similar conditions.

Process For Oligonucleo Tide Synthesis Using Phosphormidite Intermediates

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US Patent:
49736795, Nov 27, 1990
Filed:
Sep 18, 1986
Appl. No.:
6/909070
Inventors:
Marvin H. Caruthers - Boulder CO
Serge L. Beaucage - Mountain View CA
Assignee:
University Patents, Inc. - Westport CT
International Classification:
C07H 2102
C07H 2104
US Classification:
536 27
Abstract:
A new class of nucleoside phosphoramidites which are relatively stable to permit isolation thereof and storage at room temperature. The phosphoramidites are derivatives of saturated secondary amines.

Method For The Sulfurization Of Phosphorous Groups In Compounds

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US Patent:
50030973, Mar 26, 1991
Filed:
Oct 2, 1989
Appl. No.:
7/415710
Inventors:
Serge L. Beaucage - Silver Spring MD
Judith B. Regan - Annandale VA
Radhakrishnan P. Iyer - Rockville MD
Assignee:
The United States of America as represented by the Department of Health
and Human Services - Washington DC
International Classification:
C07F 904
US Classification:
558129
Abstract:
A method is disclosed for the sulfurization of a phosphorus containing compound, which comprises: solubilizing the phosphorous containing compound and then contacting the phosphorous containing compound, with a sulfur containing compound of the solution formula: ##STR1## wherein, B is selected from the group consisting of --CH. sub. 2 --, --C(O)-- or --C(S)--; Q is a non-interfering moiety or radical; and m and n, same or different, are selected from the group consisting of zero or one.
Serge L Beaucage from Silver Spring, MD, age ~74 Get Report