| Identification | Back Directory | [Name]
5’O-Tritylinosine | [CAS]
4152-77-6 | [Synonyms]
KIN-59
5'-O-Trt-rI
5'-O-Trt-rI
5’O-Tritylinosine
Inosine, 5'-O-(triphenylmethyl)-
5'-O-tritylinosine-2'-deoxyinosine | [Molecular Formula]
C29H26N4O5 | [MDL Number]
MFCD29049997 | [MOL File]
4152-77-6.mol | [Molecular Weight]
510.54 |
| Chemical Properties | Back Directory | [solubility ]
DMF: 5 mg/mL; DMSO: 16 mg/mL; DMSO:PBS(pH 7.2) (1:4): 0.2 mg/mL; Ethanol: 0.3 mg/mL | [form ]
A crystalline solid | [color ]
White to off-white | [InChIKey]
YEPZMZDCXFRHCL-ZYWWQZICSA-N | [SMILES]
O(C(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)C[C@H]1O[C@@H](N2C3C(=C(N=CN=3)O)N=C2)[C@H](O)[C@@H]1O |
| Hazard Information | Back Directory | [Description]
KIN59 is a purine riboside derivative that allosterically inhibits thymidine phosphorylase (TPase; IC50s = 44 and 67 μM for purified E. coli and human enzymes, respectively). Through this action, KIN59 blocks the conversion of thymidine to thymine. KIN59 inhibits TPase-induced angiogenesis in a chicken chorioallantoic membrane assay and reduces endothelial cell migration without impacting proliferation. KIN59 also inhibits the binding of fibroblast growth factor 2 (FGF2) to FGF receptor 1, preventing the growth and neovascularization of subcutaneous tumors induced by FGF2-transformed endothelial cells injected in immunodeficient nude mice. | [Uses]
5’-O-Tritylinosine acts as an allosteric inhibitor of angiogenic enzyme thymidine phosphorylase. | [Uses]
5’O-Tritylinosine acts as an allosteric inhibitor of angiogenic enzyme thymidine phosphorylase. | [in vivo]
KIN59 (15 mg/kg; s.c.; twice daily from day 2 for 20 days) shows anti-tumor activity in mice[1]. | Animal Model: | Eight-week-old female, 25 g, athymic, nude nu/nu mice (F2T-luc2.9 cellss)[1] | | Dosage: | 15 mg/kg | | Administration: | S.c.; twice daily from day 2 (once daily during the weekend) at a site distant from the tumor (inoculation) site for 20 days | | Result: | Caused a significant inhibition in the rate of tumor growth. |
| [References]
[1] SANDRA LIEKENS. The nucleoside derivative 5’-O-trityl-inosine (KIN59) suppresses thymidine phosphorylase-triggered angiogenesis via a noncompetitive mechanism of action.[J]. The Journal of Biological Chemistry, 2004, 279 28: 29598-29605. DOI: 10.1074/jbc.m402602200
[2] SANDRA LIEKENS. 5’-O-tritylated nucleoside derivatives: inhibition of thymidine phosphorylase and angiogenesis.[J]. Molecular Pharmacology, 2006, 70 2: 501-509. DOI: 10.1124/mol.105.021188
[3] SANDRA LIEKENS. The thymidine phosphorylase inhibitor 5’-O-tritylinosine (KIN59) is an antiangiogenic multitarget fibroblast growth factor-2 antagonist.[J]. Molecular Cancer Therapeutics, 2012, 11 4: 817-829. DOI: 10.1158/1535-7163.mct-11-0738 |
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| Company Name: |
Energy Chemical
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| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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