Synonym
Cholylglycyltyrosine; Chol-gly-tyr; 125I-Cgtyr; Cholyl-glycyl-tyrosine; I-Cholylglycyltyrosine;
IUPAC/Chemical Name
((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoyl)glycyl-L-tyrosine
InChi Key
HERYPGYAYHTUGY-KFNBCNGZSA-N
InChi Code
InChI=1S/C35H52N2O8/c1-19(4-11-30(42)36-18-31(43)37-27(33(44)45)14-20-5-7-22(38)8-6-20)24-9-10-25-32-26(17-29(41)35(24,25)3)34(2)13-12-23(39)15-21(34)16-28(32)40/h5-8,19,21,23-29,32,38-41H,4,9-18H2,1-3H3,(H,36,42)(H,37,43)(H,44,45)/t19-,21+,23-,24-,25+,26+,27+,28-,29+,32+,34+,35-/m1/s1
SMILES Code
OC1=CC=C(C=C1)C[C@@H](C(O)=O)NC(CNC(CC[C@H]([C@H]2CC[C@@]3([H])[C@]4([H])[C@H](O)C[C@]5([H])C[C@H](O)CC[C@]5(C)[C@@]4([H])C[C@H](O)[C@]23C)C)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
628.80
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Clements D, Mills C, Iqbal S, Chandler S, Elias E. Iodinated cholylglycyltyrosine: a new agent for hepatobiliary imaging. Eur J Nucl Med. 1986;11(10):401-4. PubMed PMID: 3699064.
2: Mills CO, Freeman JF, Salt PJ, Elias E. Effect of anaesthetic agents on bile flow and biliary excretion of 131I-cholylglycyltyrosine in the rat. Br J Anaesth. 1989 Mar;62(3):311-5. PubMed PMID: 2784686.
3: Suchy FJ, Balistreri WF, Hung J, Miller P, Garfield SA. Intracellular bile acid transport in rat liver as visualized by electron microscope autoradiography using a bile acid analogue. Am J Physiol. 1983 Nov;245(5 Pt 1):G681-9. PubMed PMID: 6638192.
4: Miller P, Weiss S, Cornell M, Dockery J. Specific 125I-radioimmunoassay for cholyglycine, a bile acid, in serum. Clin Chem. 1981 Oct;27(10):1698-703. PubMed PMID: 7285320.
5: Suchy FJ, Balistreri WF, Breslin JS, Dumaswala R, Setchell KD, Garfield SA. Absence of an acinar gradient for bile acid uptake in developing rat liver. Pediatr Res. 1987 Apr;21(4):417-21. PubMed PMID: 3574993.
6: Mills CO, Iqbal S, Elias E. Ileal absorption of tyrosine-conjugated bile acids in Wistar rats. Biochim Biophys Acta. 1987 Nov 6;926(2):154-9. PubMed PMID: 3663709.
7: Al-Jabri AA, Wigg MD, Elias E, Lambkin R, Mills CO, Oxford JS. In vitro anti-HIV-1 virucidal activity of tyrosine-conjugated tri- and dihydroxy bile salt derivatives. J Antimicrob Chemother. 2000 May;45(5):617-21. PubMed PMID: 10797083.
8: Deutsch JC, Iwahashi MM, Sutherland EM, Mapoles J, Simon FR. Characterization of the transport of a synthetic bile salt, iodinated cholyl-glycyl-tyrosine, in isolated cultured rat hepatocytes. Hepatology. 1992 May;15(5):917-22. PubMed PMID: 1314773.
9: Mills CO, Iqbal S, Elias E. Synthesis and biliary excretion of tyrosine-conjugated bile salts in Wistar rats. Biochim Biophys Acta. 1986 May 21;876(3):667-76. PubMed PMID: 3707990.
10: Mills CO, Martin GH, Elias E. The effect of tyrosine conjugation on the critical micellar concentration of free and glycine-conjugated bile salts. Biochim Biophys Acta. 1986 May 21;876(3):677-83. PubMed PMID: 3707991.
