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A bromine compound existing in blood.
Isamu Yanagisawa1, Shizuo Torii
1Department of Biochemistry, Tokyo Medical University, Japan.
The Tohoku Journal of Experimental Medicine
|May 11, 2002
Summary
Researchers synthesized a bromine compound found in human cerebrospinal fluid, identifying its keto, enol, and cyclic forms. The cyclic form dominates in human and animal blood, with a proposed formation mechanism.
Area of Science:
- Biochemistry
- Organic Chemistry
- Neuroscience
Background:
- A bromine compound with REM-sleep-inducing and anti-cholinesterase activity was isolated from human cerebrospinal fluid.
- This compound was identified as 1-methylheptyl gamma-bromoacetoacetate.
Purpose of the Study:
- To chemically synthesize 1-methylheptyl gamma-bromoacetoacetate.
- To investigate the different forms of the synthesized compound.
- To determine the presence and form of the compound in human and animal blood and elucidate its formation mechanism.
Main Methods:
- Chemical synthesis of 1-methylheptyl gamma-bromoacetoacetate.
- Tautomerism analysis to identify keto, enol, and cyclic forms.
- Detection of the compound in human blood samples.
- In vivo study using 14C-butyrate injection in rats to trace compound formation in blood.
Main Results:
- The synthesized compound exists in three forms: keto, enol, and a stable six-membered ring form (cyclic r-Br).
- The cyclic r-Br form was detected in human blood, while keto and enol forms were absent.
- In rats, 14C-butyrate was incorporated into the blood's bromine compound, predominantly as the cyclic r-Br form.
Conclusions:
- The stable six-membered ring form (cyclic r-Br) is the primary form of this bromine compound in human and animal blood.
- A mechanism for the in vivo formation of these bromine compounds in blood was proposed based on the experimental findings.