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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

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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Product No.
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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

P8533-250MG:
P8533-BULK:
P8533-VAR:
P8533-5G:
P8533-1G:


Certificates of Analysis (COA)

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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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