Cholylglycyltyrosine

• CAT Number: I024615
• CAS Number: 67319-56-6
• Molecular Formula: C35H52N2O8
• Molecular Weight: 628.8
• Purity: 98%
• Synonyms: Cholylglycyltyrosine; Chol-gly-tyr; 125I-Cgtyr; Cholyl-glycyl-tyrosine; I-Cholylglycyltyrosine
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC 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: 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
• InChIKey: HERYPGYAYHTUGY-KFNBCNGZSA-N
• SMILES: C[C@@H]([C@H]1CC[C@H]2[C@@H]3[C@@H](C[C@@H]4C[C@@H](CC[C@@]4([C@H]3C[C@@H]([C@]12C)O)C)O)O)CCC(NCC(N[C@H](C(O)=O)Cc5ccc(O)cc5)=O)=O

Cholylglycyltyrosine is a new agent for hepatobiliary imaging.

Reference

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.