Glycocholic Acid

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Glycocholic Acid

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Cat No: 20276

Glycocholic acid is a glycine-conjugated form of the primary bile acid cholic acid (Item No. 20250) and has roles in the emulsification of fats.{48223,54310} It reduces expression of the gene encoding the farnesoid X receptor (FXR) and increases expre...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

N-[(3?,5?,7?,12?)-3,7,12-trihydroxy-24-oxocholan-24-yl]-glycine

Correlated keywords:

371165-72-9 889875-61-0 906348-16-1 863-57-0 cholate glycylcholic glycoreductodehydrocholic N-choloylglycine TGR 5 S1 PR2 SNU245 MDR MRP 1 2 Caco2 multi-drug

Product Overview:
Glycocholic acid is a glycine-conjugated form of the primary bile acid cholic acid (Item No. 20250) and has roles in the emulsification of fats.{48223,54310} It reduces expression of the gene encoding the farnesoid X receptor (FXR) and increases expression of the genes encoding the bile acid receptors TGR5 and S1PR2 in SNU-245 cells when used at a concentration of 1.6 μmol/ml.{54311} Glycocholic acid (250 μM) increases the intracellular accumulation and cytotoxicity of epirubicin (Item No. 12091) in Caco-2 cells, as well as decreases expression of the genes encoding multidrug resistance protein 1 (MDR1), MDR-associated protein 1 (MRP1), and MRP2 when used alone or in combination with epirubicin.{54312} It increases absorption of epirubicin into everted sacs of rat ileum and jejunum when used at a concentration of 250 μM. The bile acid composition ratio of glycocholic acid is elevated in bile of patients with cholangiocarcinoma compared with patients with pancreatic cancer or benign biliary diseases.{54311} Serum levels of glycocholic acid are elevated in patients with hepatocellular carcinoma compared with healthy individuals.{54310}

Size	1 g
Shipping	dry ice
CAS Number	475-31-0
Molecular Formula	C₂₆H₄₃NO₆
SMILES	C[C@H](CCC(NCC(O)=O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@@]21C
Molecular Weight	465,6
Formulation	A crystalline solid
Purity	≥95%
Custom Code	2922.19
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.