IP Library Granted Patent US 7,977,102
Granted Patent B2
US 7,977,102 · App. 11/818,984 · Granted Jul 12, 2011

Isotopically labeled compositions and method

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Quick Facts
Patent No.
US 7,977,102
App. No.
11/818,984
Granted
Jul 12, 2011
Kind
B2
Abstract

Compounds having stable isotopes 13 C and/or 2 H were synthesized from precursor compositions having solid phase supports or affinity tags.

Claims (18)

1. A composition comprised of the formula

wherein each G is independently chosen from a support, hydrogen, a C 1 -C 4 alkyl, haloalkyl, cycloalkyl, cyano, fluoro, chloro, bromo, iodo, NH 2 , NHR, NR 2 , —OM, OR, and —COOQ;

wherein at least one G is a support selected from a metal support, a nanoparticle support, a magnetic bead support, a silica support, a resin support, polyethylene glycol, polyethylene glycol substituted with vinyl benzene, a silicon support, a glass support, a ceramic support, and a core-shell material support;

wherein M is chosen from hydrogen, alkyl, haloalkyl, cycloalkyl, phenyl, and substituted phenyl;

wherein Q is chosen from hydrogen and alkyl;

wherein E comprises sulfur, sulfoxide, sulfone, selenium, selenoxide, and selenone;

wherein T, X, and Z are groups each independently chosen from 1 H, 2 H, a C 1 -C 4 alkyl, fluoro, chloro, bromo, iodo, amino, NHR, NR 2 , and OR wherein R is chosen from a C 1 -C 4 alkyl, chloro, bromo, amino, a monocyclic aryl, substituted monocyclic aryl, bicyclic aryl, and substituted bicyclic aryl;

wherein R f is a fluorous group;

wherein each J is independently selected from hydrogen and alkyl, wherein m is 2, 3, 4, 5, or 6; and

wherein at least one of C, T, X, and Z of the —C(T)(X)(Z) group attached to E comprises a stable isotope, wherein the stable isotope of C is 13 C and wherein the stable isotope of T, X, Z comprises 13 C or 2 H.

2. The composition of claim 1 , wherein fluorous group R f is comprised of the formula —C n F (2n+1) , or of the formula —C n F (2n−1) , or of the formula —C n F (2n−3) , wherein n is 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18, and wherein m is 2, 3, 4, 5, or 6.

3. The composition of claim 2 , wherein each J is independently selected from hydrogen, methyl, ethyl, propyl, 2-propyl, butyl, 2-butyl, and tert-butyl.

4. The composition of claim 1 , wherein said metal support comprises a gold particle.

5. The composition of claim 1 , wherein said resin support is selected from polystyrene and resin-bound thiophenol crosslinked with divinylbenzene.

6. The composition of claim 1 , wherein said magnetic bead support is selected from a ferromagnetic bead and a CoSm magnetic bead.

7. The composition of claim 1 , wherein said magnetic bead support is coated with a ceramic material.

8. The composition of claim 7 , wherein the ceramic material of the magnetic bead support coated with a ceramic material is mesoporous silica.

9. The composition of claim 1 , wherein the ceramic support is a ceramic support of silica or alumina.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2018
From: LOS ALAMOS NATIONAL SECURITY, LLC
To: TRIAD NATIONAL SECURITY, LLC
Reel/Frame 047446/0849 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 6, 2010
From: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
To: LOS ALAMOS NATIONAL SECURITY, LLC
Reel/Frame 025456/0728 →
CONFIRMATORY LICENSE Recorded Nov 13, 2007
From: LOS ALAMOS NATIONAL SECURITY
To: ENERGY, U.S. DEPARTMENT OF
Reel/Frame 020107/0176 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2007
From: SCHMIDT, JURGEN G.; KIMBALL, DAVID B.; ALVAREZ, MARC A.; WILLIAMS, ROBERT F.; MARTINEZ, RODOLFO A.
To: REGENTS OF THE UNIVERSITY OF CALIFORNIA, THE
Reel/Frame 019509/0701 →