트리부틸람모늄피로인산염

트리부틸람모늄피로인산염
트리부틸람모늄피로인산염 구조식 이미지
카스 번호:
5975-18-8
한글명:
트리부틸람모늄피로인산염
동의어(한글):
트리부틸람모늄피로인산염
상품명:
Tributylammonium pyrophosphate
동의어(영문):
Bis(tributylaMMoniuM) Pyrophosphate;tributylamine diphosphate;TRIBUTYLAMMONIUM PYROPHOSPHATE;PYROPHOSPHATE, TRIBUTYLAMMONIUM;Tributyl Ammonium Pyrophosphate (TBAP);Tri-n-butylammonium pyrophosphate, 95%;Bis(tri-n-butylammonium) pyrophosphate;Tributylammonium pyrophosphate (50% wt in ACN);Diphosphoric Acid compd. with N,N-Dibutyl-1-butanamine (1:2)
CBNumber:
CB8743916
분자식:
C12H31NO7P2
포뮬러 무게:
363.33
MOL 파일:
5975-18-8.mol
MSDS 파일:
SDS

트리부틸람모늄피로인산염 속성

녹는점
78 - 83°C
저장 조건
-20°C
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨), 물(약간 용해됨)
물리적 상태
고체
물리적 상태
단단한 모양
색상
흰색에서 황백색까지
안정성
흡습성
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

안전

WGK 독일 3

트리부틸람모늄피로인산염 C화학적 특성, 용도, 생산

개요

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.

용도

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.

제조 방법

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).

일반 설명

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.

참고 문헌

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.

트리부틸람모늄피로인산염 준비 용품 및 원자재

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