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Tributylammonium pyrophosphate

Product Name
Tributylammonium pyrophosphate
CAS No.
5975-18-8
Chemical Name
Tributylammonium pyrophosphate
Synonyms
Bis(tributylaMMoniuM) Pyrophosphate;TRIBUTYLAMMONIUM PYROPHOSPHATE;PYROPHOSPHATE, TRIBUTYLAMMONIUM;Tri-n-butylammonium pyrophosphate, 95%;Tributyl Ammonium Pyrophosphate (TBAP);Bis(tri-n-butylammonium) pyrophosphate;Tributylammonium pyrophosphate (50% wt in ACN);Diphosphoric Acid compd. with N,N-Dibutyl-1-butanamine (1:2)
CBNumber
CB8743916
Molecular Formula
C12H31NO7P2
Formula Weight
363.33
MOL File
5975-18-8.mol
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Tributylammonium pyrophosphate Property

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)
InChIKey
WJFREWBMJPXLBS-UHFFFAOYSA-N
SMILES
N(CCCC)(CCCC)CCCC.O(P(O)(O)=O)P(O)(O)=O
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P8533
Product name
Tributylammonium pyrophosphate
Packaging
1g
Price
$109.2
Updated
2024/03/01
Sigma-Aldrich
Product number
P8533
Product name
Tributylammonium pyrophosphate
Packaging
5g
Price
$585
Updated
2024/03/01
Sigma-Aldrich
Product number
P8533
Product name
Tributylammonium pyrophosphate
Packaging
250mg
Price
$64.9
Updated
2024/03/01
Usbiological
Product number
291000
Product name
Tributylammonium pyrophosphate
Packaging
250mg
Price
$368
Updated
2021/12/16
TRC
Product number
B585505
Product name
Bis(tributylammonium)Pyrophosphate
Packaging
2.5g
Price
$205
Updated
2021/12/16
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Tributylammonium pyrophosphate Chemical Properties,Usage,Production

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

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.

Uses

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

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.

Tributylammonium pyrophosphate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Tributylammonium pyrophosphate manufacturers

Xiamen Yunfan Biotech Co.,Ltd.
Product
Tributylammonium pyrophosphate 5975-18-8
Price
US $0.00-0.00/g
Min. Order
100g
Purity
99%+
Supply Ability
100 Kilogram/Month
Release date
2024-05-14
Henan Fengda Chemical Co., Ltd
Product
Tributylammonium pyrophosphate 5975-18-8
Price
US $8.00-6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-22
Career Henan Chemical Co
Product
TRIBUTYLAMMONIUM PYROPHOSPHATE 5975-18-8
Price
US $8.00/KG
Min. Order
1KG
Purity
>98% HPLC
Supply Ability
20 tons
Release date
2020-02-17

5975-18-8, Tributylammonium pyrophosphateRelated Search:


  • TRIBUTYLAMMONIUM PYROPHOSPHATE
  • Bis(tributylaMMoniuM) Pyrophosphate
  • Tri-n-butylammonium pyrophosphate, 95%
  • PYROPHOSPHATE, TRIBUTYLAMMONIUM
  • Diphosphoric Acid compd. with N,N-Dibutyl-1-butanamine (1:2)
  • Tributyl Ammonium Pyrophosphate (TBAP)
  • Tributylammonium pyrophosphate (50% wt in ACN)
  • Bis(tri-n-butylammonium) pyrophosphate
  • 5975-18-8
  • Phase Transfer Catalysts
  • Synthetic Reagents
  • Ammonium Salts
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