Conjugated Bile Salts Liaflet 2020

Download as pdf or txt
Download as pdf or txt
You are on page 1of 2

( A Leading Manufacturer & Supplier of Fine & Specialty Chemicals, Research Intermediates & Customized Products)

CONJUGATED BILE SALTS


Conjugated bile salts, because of their physiologically important acid-base properties, are used as ingredients
in microbiological culture media for dissolution testing of drugs and other biological applications. ADVENT has
been successful in synthesizing the following six conjugated bile salts in Kg scale.
O
O S ONa
O O
N
OH H OH
N ONa
H H H
.xH 2O O
H H H H .xH2O
HO OH HO OH
H H
SODIUM TAUROCHOLATE HYDRATE SODIUM GLYCOCHOLATE HYDRATE
O
O S ONa

N O
OH O
H OH
N
H H ONa
H
.xH 2O O
H H H H
HO HO
H H
SODIUM TAURODEOXYCHOLATE HYDRATE SODIUM GLYCODEOXYCHOLATE
O
O
S ONa
O O
N
H
N ONa
H H H
O
H H H H
HO OH HO OH
H H

SODIUM TAUROCHENODEOXYCHOLATE SODIUM GLYCOCHENODEOXYCHOLATE


CODE PRODUCT NAME CAS NUMBER
10019 Sodium taurocholate hydrate 345909-26-4
12048 Sodium glycocholate hydrate 338950-81-5
13546 Sodium taurodeoxycholate hydrate 207737-97-1
13547 Sodium glycodeoxycholate 16409-34-0
14009 Sodium glycochenodeoxycholate 16564-43-5
14011 Sodium taurochenodeoxycholate 6009-98-9

(An ISO 9001:2015 and ISO 14001:2015 Certified Company)


W-288, TTC Industrial Area, MIDC, Rabale, Navi Mumbai - 400 701, Maharashtra, INDIA.
Phone No.: +91-22-27690836/37, E-Mail : sales@adventchembio.com, Website : www.adventchembio.com
Conjugated Bile Salts : FACT FILE
Origin : Primary Bile acids such as Cholic acid and Chenodeoxycholic acid, which make up to 80% of all bile acids in the
human body, are synthesized in the hepatocytes. Before being secreted into the biliary tract, they are conjugated (up to
98%) with glycine or taurine (end products of cysteine metabolism) to form glycoconjugates or tauroconjugates, called
Conjugated Bile Acids/Salts. Approximately 75% of cholic acid and chenodeoxycholic acid are conjugated with glycine, to
form glycocholic acid and glycochenodeoxycholic acid respectively and the remaining 25% with taurine, to form
taurocholic acidd and taurochenodeoxycholic acid respectively.

Hydrophilicity: Conjugated bile acids having both polar and non-polar groups are amphiphilic molecules, and are more
hydrophilic than non-conjugated bile acids such as Cholic acid & Chenodeoxycholic acid. Therefore, they are more
effective surfactants & have enhanced emulsification capacity. In fact, conjugation decreases the pKa of conjugated bile
acids, from about six, a value typical of non-conjugated molecules, to about four for glycocholic acid, and to about two
for taurocholic acid. This indicates that conjugated bile acids are ionized in a broader range of pH to form the
corresponding salts. The hydrophilicity of the common bile acid and conjugated bile acid/salts decreases in the following
order:
Glycine-conjugated < Taurine-conjugated < Lithocholic acid < Deoxycholic acid < Chenodeoxycholic acid < Cholic acid
<Ursodeoxycholic acid.
Conjugation also decreases the cytotoxicity of primary bile acids.
Application in drug formulation and delivery: Bile salts, being endogenous surfactants, have been employed widely as
absorption enhancers to increase drug transport across various biological barriers such as the blood brain barrier, skin,
mucosa, cornea, buccal, nasal, pulmonary and intestinal membranes. They act as absorption enhancers by increasing the
solubility of hydrophobic drugs or by increasing the fluidity of the apical and basolateral membranes and promote the
chemical and enzymatic stability of drugs. Recently, bile acids have drawn much attention in the field of drug delivery
due to their ability to act as a drug carrier system in the form of mixed micelles, bilosomes and chemical conjugates with
drug molecules.

PRODUCT SPECIFICATION :
Description………………………………….......…White to off-white powder
Assay (TLC/HPLC)……………………….....…….NLT 98%
Identification by Mass & 1H NMR………...Conforms to structure
Water (by KF)………………………………......….NMT 8%

Bibliography:
1. Moghimipour E.; Ameri A.; Handali S. Absorption-Enhancing effects of Bile salts. Molecules 2015, 20, 14451-14473.
2. Coufalová, L.; Mrózek, L.; Rárová, L.; Placek, L.; Opatrilová, R.; Dohnal, J.; Králová, K.; Paleta, O.;Král, V.; Drašar, P.; et al.
New propanoyloxy derivatives of 5â-cholan-24-oic acid as drug absorption modifiers. Steroids 2013, 78, 435–453.

(An ISO 9001:2015 and ISO 14001:2015 Certified Company)


W-288, TTC Industrial Area, MIDC, Rabale, Navi Mumbai - 400 701, Maharashtra, INDIA.
Phone No.: +91-22-27690836/37, E-Mail : sales@adventchembio.com, Website : www.adventchembio.com

You might also like