5975-18-8 Usage
Description
Tributylammonium pyrophosphate is a phosphorylating reagent used in the synthesis of phosphorylated nucleosides, particularly nucleoside triphosphates used as building blocks for the synthesis of DNA, RNA and sugar nucleotides; as well as a source of cellular energy. Nucleoside triphosphates are typically synthesised by treating free nucleosides with phosphorus oxychloride, then adding tributylammonium pyrophosphate to the reaction intermediate, where the lipophilic tributylammonium salt enhances solubility in organic solvents. Additionally, tributylammonium pyrophosphate was used in the preparation of structurally complex dinucleotide-5’-triphosphates.
Uses
Different sources of media describe the Uses of 5975-18-8 differently. You can refer to the following data:
1. Bis(tributylammonium) Pyrophosphate is an phosphorylating reagent used in the synthesis of phosphorylated deoxynucleosides.Reactant for:Enzymic synthesis of 3′-deoxy-apio-nucleic acid duplexesSynthesis of deoxynucleoside S-methylphosphonic acidsPreparation of fluorescent non-nucleotide ATP analog N-methylanthraniloylamideethyl triphosphateUseful in triphosphate synthesis because of its low water content and high solubility in organic solvents.
2. Reactant for:Enzymic synthesis of 3′-deoxy-apio-nucleic acid duplexesSynthesis of deoxynucleoside S-methylphosphonic acidsPreparation of fluorescent non-nucleotide ATP analog N-methylanthraniloylamideethyl triphosphate
Preparation
A solution of tetrasodium pyrophosphate (3.5 g, 7.5 mmol) in water (50 mL) was eluted through a cation exchange resin (BIO-RAD AG 50 W-X8 Resin, 50–100 mesh, hydrogen form) at 4 °C. The eluent with pH of less than 3 (pH paper) was collected directly into a vigorously stirred flask containing tributylamine (2 mL, 8 mmol, 4 °C). The obtained tributylammonium pyrophosphate was dried through repeated rotary evaporation with dry MeOH and then dissolved in dry DMF (10 mL).
References
Santner et al (2012). The synthesis of 2′-methylseleno adenosine and guanosine 5′-triphosphates. Bioorganic and Medicinal Chemistry 20:2416.Hollenstein (2012). Nucleoside Triphosphates — Building Blocks for the Modification of Nucleic Acids. Molecules 17:13569-13591.bramova et al (2007). A facile and effective synthesis of dinucleotide 5′-triphosphates. Bioorganic and Medicinal Chemistry 15:6549-6555.
Check Digit Verification of cas no
The CAS Registry Mumber 5975-18-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,7 and 5 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5975-18:
(6*5)+(5*9)+(4*7)+(3*5)+(2*1)+(1*8)=128
128 % 10 = 8
So 5975-18-8 is a valid CAS Registry Number.
5975-18-8Relevant articles and documents
Synthesis of 8-oxo-dGTP and its β,γ-CH2-, β,γ-CHF-, and β,γ-CF2- analogues
Zheng, Yiying,Haratipour, Pouya,Kashemirov, Boris A.,McKenna, Charles E.
supporting information, (2021/02/22)
Three novel bisphosphonate analogues of 8-oxo-dGTP 3 in which the bridging β,γ-oxygen is replaced by a methylene, fluoromethylene or difluoromethylene group (4–6, respectively) have been synthesized from 8-oxo-dGMP 2 by reaction of its morpholine 5′-phosphoramidate 14 or preferably, its N-methylimidazole 5′-phosphoramidate 15 with tri-n-butylammonium salts of the appropriate bisphosphonic acids, 11–13. The latter method also provides a convenient new route to 3. Analogues 4–6 may be useful as mechanistic probes for the role of 3 in abnormal DNA replication and repair.
Preparation method of P,P-di(uridine 5'-)tetraphosphate
-
Paragraph 0137-0139, (2020/05/30)
The invention relates to a preparation method of P,P-di(uridine 5'-)tetraphosphate. The method comprises the following steps: under the action of a metal salt catalyst, imidazole triethylamine pyrophosphate shown in formula I and uridine monophosphate triethylamine salt shown in formula II react in N,N-dimethylformamide, and P,P-di(uridine 5'-)tetraphosphate shown in formula III is obtained.
Method of preparing phosphate
-
Paragraph 0060; 0061; 0062, (2017/08/31)
The invention provides a method of preparing a phosphate. The method comprises the following step: enabling a pyrophosphate active compound expressed by formula II to react with uridine monophosphate expressed by a formula III or a salt thereof in a hydrophilic solvent under the action of a bimetallic ion composite catalyst to obtain P1,P4-bis (5'-uridine group) tetraphosphate expressed by formula I. In the formula II, X is imidazolyl, N-methyl imidazolyl, or 1, 2, 4-triazolyl; and the bimetallic ions in the bimetallic ion composite catalyst are a combination of any two of Zn2+, Mn2+, Mg2+, Fe2+, Fe3+ and Al3+. The method of preparing a phosphate employs a bimetallic catalytic system and can achieve high-efficiency and easy separation preparation of diquafosol.
