2-Imidazolinyl-3-oxide-1-oxypropionic acid

• US 3,873,564 A
• Filed: 09/07/1972
• Issued: 03/25/1975
• Est. Priority Date: 03/03/1971
• Status: Expired due to Term

• Current Assignee: Edwin F. Ullman, Richard S. Schneider
• Original Assignee: Edwin F. Ullman, Richard S. Schneider
• Inventors: Schneider, Richard S., Ullman, Edwin F.
• Primary Examiner(s): Trousof, Natalie
• Application Number:
  US05/287,168
• Time in Patent Office: 929 Days
• Field of Search: 260/309.6
• US Class Current: 548/349.1
• CPC Class Codes: C07C 45/673 by change of size of the carbon skeleton
• CPC Class Codes: C07C 49/747 containing six-membered aromatic rings
• CPC Class Codes: C07C 51/29 with halogen-containing compounds which may be formed in situ
• CPC Class Codes: C07C 65/30 containing —CHO groups
• CPC Class Codes: C07D 213/51 Acetal radicals
• CPC Class Codes: C07D 213/55 Acids; Esters
• CPC Class Codes: C07F 9/6506 having the nitrogen atoms in positions 1 and 3
• CPC Class Codes: C08B 33/00 Preparation of derivatives of amylose
• CPC Class Codes: C12Q 1/00 Measuring or testing processes involving enzymes, nucleic acids or microorganisms measuring or testing apparatus with condition measuring or sensing means, e.g. colony counters, C12M1/34; Compositions therefor; Processes of preparing such compositions
• CPC Class Codes: C12Q 1/34 involving hydrolase
• CPC Class Codes: C12Q 1/42 involving phosphatase
• CPC Class Codes: C12Q 2334/00 O-linked chromogens for determinations of hydrolase enzymes, e.g. glycosidases, phosphatases, esterases
• CPC Class Codes: G01N 2333/916 acting on ester bonds (3.1), e.g. phosphatases (3.1.3), phospholipases C or phospholipases D (3.1.4)
• CPC Class Codes: G01R 33/281 Means for the use of in vitro contrast agents G01R33/282 takes precedence; involving use of a contrast agent in MR imaging G01R33/5601; in vivo contrast agents A61K49/0002
• CPC Class Codes: Y10T 436/24 Nuclear magnetic resonance, electron spin resonance or other spin effects or mass spectrometry

Abstract

Compounds and method for assaying enzymes by adding to a medium containing an enzyme a stable free radical compound having a stable free radical functionality, bonded directly or indirectly to an enzyme labile functionality, which when subjected to an enzyme catalyzed reaction changes the environment of the free radical functionality. By following the change in the electron spin resonance (ESR) spectrum as affected by the change in environment, the type of enzyme and activity of enzyme may be determined. The compounds which find use in this invention are normally stable nitroxide radicals. Particularly, nitronyl nitroxides, with the nitrogens in an imidazoline ring are employed, having a methylene group joining the 2 position of the imidazoline ring with an asymmetric carbon atom. One of the groups bonded to the asymmetric carbon atoms has an enzyme labile functionality. Other compounds include two cyclic nitroxide containing rings joined by a chain having an enzyme labile functionality.

Claims

1. A COMPOUND OF THE FORMULA:

2. A compound according to claim 1, wherein R'"'"''"'"' is lower alkyl and R'"'"''"'"''"'"''"'"' is phosphate alkali metal salt.

3. A compound of the formula: