Tributylammonium pyrophosphate
- CAS NO.:5975-18-8
- Empirical Formula: C12H31NO7P2
- Molecular Weight: 363.33
- MDL number: MFCD00136019
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-24 19:19:26
What is Tributylammonium pyrophosphate?
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.
The Uses of Tributylammonium pyrophosphate
Bis(tributylammonium) Pyrophosphate is an phosphorylating reagent used in the synthesis of phosphorylated deoxynucleosides.
Reactant for:
Enzymic synthesis of 3′-deoxy-apio-nucleic acid duplexes
Synthesis of deoxynucleoside S-methylphosphonic acids
Preparation of fluorescent non-nucleotide ATP analog N-methylanthraniloylamideethyl triphosphate
Useful in triphosphate synthesis because of its low water content and high solubility in organic solvents.
The Uses of Tributylammonium pyrophosphate
Reactant for:
- Enzymic synthesis of 3′-deoxy-apio-nucleic acid duplexes
- Synthesis of deoxynucleoside S-methylphosphonic acids
- Preparation of fluorescent non-nucleotide ATP analog N-methylanthraniloylamideethyl triphosphate
What are the applications of Application
Tributylammonium pyrophosphate is a tributylammonium preparation
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).
General Description
Tributylammonium pyrophosphate is a phosphorylating reagent used in the synthesis of modified dNTPs (deoxynucleoside triphosphates) which are important building blocks for the generation of DNA, RNA, functionalized nucleic acids.
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.
Properties of Tributylammonium pyrophosphate
Melting point: | 78 - 83°C |
storage temp. | -20°C |
solubility | DMSO (Slightly), Methanol (Slightly), Water (Slightly) |
form | Solid |
color | White to Off-White |
Stability: | Hygroscopic |
InChI | InChI=1S/C12H27N.H4O7P2/c1-4-7-10-13(11-8-5-2)12-9-6-3;1-8(2,3)7-9(4,5)6/h4-12H2,1-3H3;(H2,1,2,3)(H2,4,5,6) |
Safety information for Tributylammonium pyrophosphate
Computed Descriptors for Tributylammonium pyrophosphate
InChIKey | WJFREWBMJPXLBS-UHFFFAOYSA-N |
SMILES | N(CCCC)(CCCC)CCCC.O(P(O)(O)=O)P(O)(O)=O |
Abamectin manufacturer
Pragmetis Pharmaserves LLP
Innovassynth Technologies (I) Ltd.
New Products
Bromine 99.5% AR (4 x 500ml) Fehling's Solution No. B Amino Acid Kit of 23 items set Ammonium Molybdate Reagent Solution Beam's Reagent Solution Ehrlich's Reagent For detection of urobillinogen Sodium Amino Salicylate Dihydrate (PAS Sodium) IP/BP/USP/EP 1,2,3,4-Tetrahydrocarbazol-4-one 4-Hydroxy Carbazole Amino Salicylic Acid. U.S.P. 2 – Methoxy – 5- Sulfamoyl Benzoic acid Acetone Isobutryl oxime ester Curcuma aromatica Oil Curry leaf Extract Terminalia bellirica Extract Aloe vera extract 200x Withania somnifera (Ashwagandha Extract) Citrus bioflavonoids Extract Ethyl 3-(Pyridin-2-Ylamino)Propanoate Bilastine -IP/BP/ Cypermethric Acid Chloride 5-Nitrosalicylaldehyde 5-(Difluoromethoxy)-2-Mercapto-1H-Benzimidazole- IP/BP/ Methyl Di Chloride (Mdc)Related products of tetrahydrofuran
You may like
-
5975-18-8 Bis(tributylammonium) pyrophosphate 99%View Details
5975-18-8 -
Bis(tributylammonium) pyrophosphate 5975-18-8 98%View Details
5975-18-8 -
Tributylammonium pyrophosphate 98% CAS 5975-18-8View Details
5975-18-8 -
Tributylammonium pyrophosphate CAS 5975-18-8View Details
5975-18-8 -
7726-95-6 Bromine 99.5% AR (4 x 500ml) 99%View Details
7726-95-6 -
Formamide 99%View Details
75-12-7 -
85-81-4 6-Methoxy-8-Nitroquinoline 99%View Details
85-81-4 -
3-Bromo-4,5-Dihydro-1H-Benzo[B]Azepin-2(3H)-One 99%View Details
86499-96-9