8-AMINO[1'-(N''-DANSYL)-4''-AMINOBUTYL]-5'-(1-AZIRIDINYL)-5'-DEOXYADENOSINE

Base Information

• Chemical Name: 8-AMINO[1'-(N''-DANSYL)-4''-AMINOBUTYL]-5'-(1-AZIRIDINYL)-5'-DEOXYADENOSINE
• CAS No.: 256953-68-1
• Molecular Formula: C28H37N9O5S
• Molecular Weight: 611.71600
• Mol file: 256953-68-1.mol

Synonyms:8-Amino[1"-(N"-dansyl)-4"-aminobutyl]-5'-(1-aziridinyl)-5'-deoxy Adenosine;

Chemical Property of 8-AMINO[1'-(N''-DANSYL)-4''-AMINOBUTYL]-5'-(1-AZIRIDINYL)-5'-DEOXYADENOSINE

Chemical Property:

• PSA: 195.37000
• LogP: 2.14580

Purity/Quality:

99% ^*data from raw suppliers

8-Amino[1”-(N”-dansyl)-4”-aminobutyl]-5’-(1-aziridinyl)-5’-deoxyAdenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-AMino[1”-(N”-dansyl)-4”-aMinobutyl]-5'-(1-aziridinyl)-5'-deoxy Adenosine can be used as a fluorescent cofactor reagent for the sequence-specific labeling of DNA methyltransferase from Thermus aquaticus (M*Taql). I n addition, the reagent can be used to sequence-specifically label plasmid DNA in a M*Taql-catalyzed reaction.

Technology Process of 8-AMINO[1'-(N''-DANSYL)-4''-AMINOBUTYL]-5'-(1-AZIRIDINYL)-5'-DEOXYADENOSINE

There total 6 articles about 8-AMINO[1'-(N''-DANSYL)-4''-AMINOBUTYL]-5'-(1-AZIRIDINYL)-5'-DEOXYADENOSINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 36.0%

ethyleneimine (151-56-4,9002-98-6) + 8-amino[1''-(N''-dansyl)-4''-aminobutyl]-5'-O-mesyladenosine (256953-67-0) → 8-amino[1''-(N''-dansyl)-4''-aminobutyl]-5'-(1-aziridinyl)-5'-deoxyadenosine (256953-68-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; at 20 ℃; for 72h;

DOI:10.1021/ja021106s

Reference yield:

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → 8-amino[1''-(N''-dansyl)-4''-aminobutyl]-5'-(1-aziridinyl)-5'-deoxyadenosine (256953-68-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: TMS-Cl; pyridine / 1 h / 20 °C

1.2: pyridine / 4 h / 20 °C

1.3: 30 percent / water / 0 °C

2.1: 43 percent / Et₃N; DMAP / CH₂Cl₂ / 0.5 h

3.1: 55 percent / aq. HCO₂H / 96 h / 20 °C

4.1: 36 percent / i-Pr₂NEt / 72 h / 20 °C

With pyridine; dmap; chloro-trimethyl-silane; formic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ja021106s

Reference yield:

8-bromo-2',3'-O-isopropylene adenosine (13089-45-7) → 8-amino[1''-(N''-dansyl)-4''-aminobutyl]-5'-(1-aziridinyl)-5'-deoxyadenosine (256953-68-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 99 percent / Et₃N / dimethylsulfoxide / 4 h / 110 °C

2.1: TMS-Cl; pyridine / 1 h / 20 °C

2.2: pyridine / 4 h / 20 °C

2.3: 30 percent / water / 0 °C

3.1: 43 percent / Et₃N; DMAP / CH₂Cl₂ / 0.5 h

4.1: 55 percent / aq. HCO₂H / 96 h / 20 °C

5.1: 36 percent / i-Pr₂NEt / 72 h / 20 °C

With pyridine; dmap; chloro-trimethyl-silane; formic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ja021106s

upstream raw materials:

ethyleneimine

8-amino[1''-(N''-dansyl)-4''-aminobutyl]-5'-O-mesyladenosine

5-(dimethylamino)naphth-1-ylsulfonyl chloride

8-bromo-2',3'-O-isopropylene adenosine