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Names | |
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IUPAC name (75Se)-2-[[[[(3α,5α,7α,12α,20S)-3,7,12-trihydroxy-20-methylpregnan-21-yl]seleno]acetyl]amino]ethanesulfonic acid, | |
Other names 23-Seleno-25-homo-tauro-cholic acid; Selenium homocholic acid taurine; Tauroselcholic acid | |
Identifiers | |
3D model (JSmol) | |
ChemSpider |
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UNII | |
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Properties | |
C26H45NO7SSe | |
Molar mass | 594.68 g·mol−1 |
Pharmacology | |
V09DX01 (WHO) | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). |
SeHCAT (23-seleno-25-homotaurocholic acid,selenium homocholic acid taurine, ortauroselcholic acid) is a drug used in a clinical test to diagnosebile acid malabsorption.[1]
SeHCAT is a taurine-conjugatedbile acidanalog which was synthesized for use as aradiopharmaceutical to investigatein vivo theenterohepatic circulation ofbile salts.[2] By incorporating the gamma-emitter75Se into the SeHCAT molecule, the retention in the body or the loss of this compound into the feces could be studied easily using a standard gamma camera, available in most clinicalnuclear medicine departments.[citation needed]
SeHCAT has been shown to be absorbed from the gut and excreted into the bile at the same rate ascholic acid, one of the major natural bile acids in humans. It undergoes secretion into the biliary tree, gallbladder and intestine in response to food, and is reabsorbed efficiently in the ileum, with kinetics similar to natural bile acids.[2][3] It was soon shown to be the most convenient and accurate method available to assess and measurebile acid turnover in the intestine.[4] SeHCAT testing was commercially developed by Amersham International Ltd (Amersham plc is now part ofGE Healthcare Medical Diagnostics division) for clinical use to investigatemalabsorption in patients withdiarrhea. This test has replaced14C-labeled glycocholic acid (or taurocholic acid) breath tests and fecal bile acid measurements, which now have no place in the routine clinical investigation ofmalabsorption.[citation needed]
A capsule containing radiolabelled75SeHCAT (with 370 kBq of Selenium-75 and less than 0.1 mg SeHCAT) is taken orally with water, to ensure passage of the capsule into the gastrointestinal tract. The physical half life of75Se is approximately 118 days; activity is adjusted to a standard reference date.[citation needed]
Patients may be given instructions to fast prior to capsule administration; there is significant variation in clinical practice in this regard.[5] The effective dose of radiation for an adult given 370 kBq of SeHCAT is 0.26 mSv.[6] (For comparison, the radiation exposure from an abdominalCT scan is quoted at 5.3 mSv and annual background exposure in the UK 1-3 mSv.[7]) Measurements were originally performed with a whole-body counter but are usually performed now with an uncollimated gamma camera. The patient is scanned supine or prone with anterior and posterior acquisition from head to thigh 1 to 3 hours after taking the capsule. Scanning is repeated after 7 days. Background values are subtracted and care must be taken to avoid external sources of radiation in a nuclear medicine department.
From these measurements, the percent retention of SeHCAT at 7 days is calculated. A 7-day SeHCAT retention value greater than 15% is considered to be normal, with values less than 15% signifying excessive bile acid loss, as found inbile acid malabsorption.
With more frequent measurements, it is possible to calculate SeHCAT retention whole-body half-life; this is not routinely measured in a clinical setting. A half-life of greater than 2.8 days has been quoted as normal.[8]
The SeHCAT test is used to investigate patients with suspectedbile acid malabsorption, who usually experiencechronic diarrhea, often passing watery feces 5 to 10 times each day. When ileum has been removed following surgery, or is inflamed inCrohn's disease, the 7-day SeHCAT retention usually is abnormal, and most of these patients will benefit from treatment withbile acid sequestrants.[9][10] Theenterohepatic circulation of bile acids is reduced in these patients with ileal abnormalities and, as the normal bile acid retention exceeds 95%, only a small degree of change is needed.Bile acid malabsorption can also be secondary tocholecystectomy,vagotomy and other disorders affecting intestinal motility or digestion such as radiation enteritis,celiac disease, andsmall intestinal bacterial overgrowth.[citation needed]
A similar picture ofchronic diarrhea, an abnormal SeHCAT retention and a response tobile acid sequestrants, in the absence of other disorders of the intestine, is characteristic of idiopathicbile acid malabsorption – also calledprimary bile acid diarrhea. These patients are frequently misdiagnosed as having theirritable bowel syndrome, as clinicians fail to recognize the condition, do not think of performing a SeHCAT test, or do not have it available.[11]
There have been at least 18 studies of the use of SeHCAT testing in diarrhea-predominantirritable bowel syndrome patients. When these data were combined, 32% of 1223 patients had a SeHCAT 7-day retention of less than 10%, and 80% of these reported a response to cholestyramine, abile acid sequestrant.[12]