NDLI: Synthesis and stability study of a new major metabolite of γ-hydroxybutyric acid

Content Provider	PubMed Central
Author	Petersen, Ida Nymann Kristensen, Jesper Langgaard Christian, Tortzen Torben, Breindahl Pedersen, Daniel Sejer
Editor	Flitsch, Sabine
Copyright Year	2013
Abstract	γ-Hydroxybutanoic acid (GHB) is used as a date-rape drug, which renders the victims unconscious and defenceless. Intoxications are very difficult to detect for forensic scientists due to rapid metabolism to endogenous levels of GHB. We recently discovered a new major metabolite, 2, of GHB (1) that could potentially extend the analytical detection window for GHB intoxications. Herein we disclose synthetic procedures based on a Koenigs–Knorr glucuronidation approach that provides GHB glucuronide 2 and a deuterium-labelled analogue d 4-2 of high purity suitable for analytical chemistry. In addition, we have assessed the stability of GHB glucuronide 2 by mimicking the natural pH range for urine, which is of importance in the development of new analytical methods. Using NMR we show that GHB glucuronide 2 is highly stable towards aqueous hydrolysis within the pH range normally observed for urine even at elevated temperature.
Related Links	http://dx.doi.org/10.3762/bjoc.9.72
Ending Page	646
Page Count	6
Starting Page	641
File Format	PDF
ISSN	18605397
e-ISSN	18605397
Journal	Beilstein Journal of Organic Chemistry
Volume Number	9
Language	English
Publisher	Beilstein-Institut
Publisher Date	2013-04-01
Access Restriction	Open
Rights Holder	Beilstein-Institut
Subject Keyword	Organic Chemistry Research in Higher Education
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry

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1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
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