N-(5-AMINO-1-CARBOXYPENTYL)IMINODIACETIC ACID, TRI-T-BUTYL ESTER

Base Information

• Chemical Name: N-(5-AMINO-1-CARBOXYPENTYL)IMINODIACETIC ACID, TRI-T-BUTYL ESTER
• CAS No.: 205379-08-4
• Molecular Formula: C18H34N2O6
• Molecular Weight: 430.585
• Mol file: 205379-08-4.mol

Synonyms:N-(5-AMINO-1-CARBOXYPENTYL)IMINODIACETIC ACID, TRI-T-BUTYL ESTER;N2,N2-Bis[2-(1,1-diMethylethoxy)-2-oxoethyl]-L-lysine 1,1-DiMethylethyl Ester;L-Lysine, N2,N2-bis[2-(1,1-diMethylethoxy)-2-oxoethyl]-, 1,1-diMethylethyl ester

Chemical Property of N-(5-AMINO-1-CARBOXYPENTYL)IMINODIACETIC ACID, TRI-T-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 484.68°C at 760 mmHg
• Flash Point: 246.926°C
• PSA: 108.16000
• Density: 1.041g/cm³
• LogP: 3.51140
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

N-(5-Amino-1-carboxypentyl)iminodiaceticAcidTri-t-butylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(5-AMino-1-carboxypentyl)iMinodiacetic Acid Tri-t-butyl Ester is a nitrilotriacetic acid derivative used as a metal chelating adsorbent for metal ion affinity chromatography. This method can be used for identification and rapid one-step purification of gene produc ts expressed as fusion proteins with an oligo-histidine tag. The oligo-histidine tag serves as a high affinity binding sequence for the purification of fusion proteins via a metal chelating absorbent such as N-(5-Amino-1-carboxypentyl)iminodiacetic acid.

Technology Process of N-(5-AMINO-1-CARBOXYPENTYL)IMINODIACETIC ACID, TRI-T-BUTYL ESTER

There total 8 articles about N-(5-AMINO-1-CARBOXYPENTYL)IMINODIACETIC ACID, TRI-T-BUTYL ESTER 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: 100.0%

Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-Nε-benzyloxycarbonyl-L-lysine tert-butyl ester (205379-07-3) → Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-L-lysine tert-butyl ester (205379-08-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2h;

DOI:10.1246/bcsj.20190034

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-L-lysine tert-butyl ester (205379-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / EDIPA / dimethylformamide / 12 h / 55 °C

2: 94 percent / H₂ / Pd/C / methanol / 6 h / 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja0563105

Reference yield:

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester (63628-63-7) → Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-L-lysine tert-butyl ester (205379-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / EDIPA / dimethylformamide / 12 h / 55 °C

2: 94 percent / H₂ / Pd/C / methanol / 6 h / 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja0563105

upstream raw materials:

N^α,N^α-bis[(tert-butyloxycarbonyl)methyl]-N^ε-benzyloxycarbonyl-L-lysine tert-butyl ester

bromoacetic acid tert-butyl ester

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride

Downstream raw materials:

C₃₁H₂₉N₃O₁₁S

N,N-bis(carboxymethyl)-L-lysine

TO-bis NTA

Refernces

• 1、 Hatai, Joydev,Prasad, Pragati Kishore,Lahav-Mankovski, Naama,Oppenheimer-Low, Noa,Unger, Tamar,Sirkis, Yael Fridmann,Dadosh, Tali,Motiei, Leila,Margulies, David. "Assessing changes in the expression levels of cell surface proteins with a turn-on fluorescent molecular probe". supporting information. p. 1875 - 1878. Retrieved 2021/03/01.
• 2、 Hattori, Takayuki,Okitsu, Koyo,Yamazaki, Norikazu,Ohoka, Nobumichi,Shibata, Norihito,Misawa, Takashi,Kurihara, Masaaki,Demizu, Yosuke,Naito, Mikihiko. "Simple and efficient knockdown of His-tagged proteins by ternary molecules consisting of a His-tag ligand, a ubiquitin ligase ligand, and a cell-penetrating peptide". supporting information. p. 4478 - 4481. Retrieved 2017/09/12.