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P8533

Sigma-Aldrich

Tributylammonium pyrophosphate

Synonym(s):

N,N-dibutyl-1-butanamine diphosphate

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About This Item

CAS Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

storage temp.

−20°C

SMILES string

OP(O)(=O)OP(O)(O)=O.CCCCN(CCCC)CCCC.CCCCN(CCCC)CCCC

InChI

1S/2C12H27N.H4O7P2/c2*1-4-7-10-13(11-8-5-2)12-9-6-3;1-8(2,3)7-9(4,5)6/h2*4-12H2,1-3H3;(H2,1,2,3)(H2,4,5,6)

InChI key

WRMXOVHLRUVREB-UHFFFAOYSA-N

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.

Application

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
Tributylammonium pyrophosphate used as a phosphorylating reagent:
  • In the synthesis of S′-deoxy-S′-methylphosphonic acid diphosphate along with 1, 1′-carbonyl diimidazole.
  • In the synthesis of gram-scale level base-modified ribonucleoside-5′-O-triphosphates.
  • In one-pot chemical synthesis of 2′-deoxynucleoside-5′-triphosphates with better protection.

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Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A facile and effective synthesis of dinucleotide 5?-triphosphates
Abramova T, et al.
Bioorganic & Medicinal Chemistry, 15, 6549-6555 (2007)
CONVERSION OF MONO- AND OLIGODEOXYRIBONUCLEOTIDES TO 5-TRIPHOSPHATES.
D E HOARD et al.
Journal of the American Chemical Society, 87, 1785-1788 (1965-04-20)

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