Release tag compounds producing ketone signal groups

• US 5,602,273 A
• Filed: 02/08/1996
• Issued: 02/11/1997
• Est. Priority Date: 02/01/1982
• Status: Expired due to Fees

• Current Assignee: Northeastern University
• Original Assignee: Northeastern University
• Inventors: Giese, Roger W., Abdel-Baky, Samy, Xu, Linxiao
• Primary Examiner(s): Killos, Paul J.
• Application Number:
  US08/598,468
• Time in Patent Office: 369 Days
• Field of Search: 560/60, 562/470, 562/840, 564/170
• US Class Current: 560/60
• CPC Class Codes: C07D 207/46 with hetero atoms directly attached to the ring nitrogen atom
• CPC Class Codes: G01N 33/532 Production of labelled immunochemicals
• CPC Class Codes: G01N 33/582 with fluorescent label
• CPC Class Codes: G01N 33/78 Thyroid gland hormones , e.g. T3, T4, TBH, TBG or their receptors

Abstract

A release tag reagent suitable for use in the chemical analysis of a substance to be detected comprises signal, release, and reactivity groups. A class of release tag compounds that are cleaved to release as signal groups very stable electrophoric ketones which are sufficiently volatile for determination in the gas phase of an analytical reaction mixture is disclosed.

Claims

1. A β

-hydroxyketo release tag compound having the structure ##STR26## wherein R¹ =H, CF₃, R, or OR;

n=0-2;

R=C1 to C8 alkyl, benzyl, or phenyl which can contain one or more H, D, or F;

R⁵ =H or R;

R⁶ =H or R; and

CORx'"'"'=reactivity group.

2. A ketone compound having the structure ##STR27## wherein R¹ =H, CF₃, R, or OR;

n=0-2; and

R=C1 to C8 alkyl, benzyl, or phenyl which can contain one or more H, D, or F.

3. An olefin release tag compound having the structure ##STR28## wherein R¹ =H, CF₃, R, or OR;

R⁵ =H or R;

n=0-2;

R=C1 to C8 alkyl, benzyl, or phenyl which can contain one or more H, D, or F; and

Rx=reactivity group.

4. A glycol release tag compound having the structure ##STR29## wherein R¹ =H, CF₃, R or OR;

R⁵ =H or R;

n=0-2;

R=C1 to C8 alkyl, benzyl, or phenyl which can contain one or more H, D, or F; and

Rx=reactivity group.

5. An α

-hydroxyketo release tag compound having the structure ##STR30## wherein R¹ =H, CF₃, R, or OR;

n=0-2;

R=C1 to C8 alkyl, benzyl, or phenyl which can contain one or more H, D, or F; and

CORx'"'"'=reactivity group.