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1 2 aminoethyl maleimide hydrochloride

Manufactured by Merck Group
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Sourced in Australia

1-(2-aminoethyl)maleimide hydrochloride is a chemical compound used in laboratory settings. It is a maleimide derivative with an aminoethyl group. The core function of this product is to serve as a reactive linker in various biochemical applications, such as conjugation of biomolecules.

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Lab products found in correlation

Triisopropylsilane, by Merck Group (1 mentions) Anisole, by Merck Group (1 mentions) 2 4 6 trimethylpyridine, by Merck Group (1 mentions) 2 2 ethylenedioxy diethanethiol, by Merck Group (1 mentions) Rink amide resin, by GL Biochem (1 mentions) N hydroxysuccinimide, by Merck Group (1 mentions) 2 2 dipyridyl disulfide, by Merck Group (1 mentions) Dichloromethane dcm, by Merck Group (1 mentions) Lcq deca xp max, by Thermo Fisher Scientific (1 mentions) Dipea, by Merck Group (1 mentions) Prepfcfraction collector, by Gilson (1 mentions)

2 protocols using 1 2 aminoethyl maleimide hydrochloride

1

Solid-Phase Peptide Synthesis Workflow

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Nα-Fmoc-protected amino acids,
rink amide resin (0.36 mmol/g), and O-(1H-6-chlorobenzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate
were purchased from GL Biochem (China). Fmoc-Thr(tBu)-preloaded TentaGel resin (0.18 mmol/g) was purchased from Rapp
Polymere GmbH (Germany). N,N-Dimethylformamide
(DMF), piperidine (PPD), trifluoroacetic acid (TFA), acetonitrile
(MeCN), methanol, dichloromethane (DCM), and diethyl ether (Et2O) were purchased from Merck (Australia). N,N-Diisopropylethylamine (DIEA), trifluoromethanesulfonic
acid (TFMSA), 2,2′-(ethylenedioxy)diethanethiol, triisopropylsilane,
anisole, 2,2′-dipyridyl disulfide, 2,4,6-trimethylpyridine,
1-(2-aminoethyl)maleimide hydrochloride, and palmitic acid N-hydroxysuccinimide were purchased from Sigma-Aldrich (Australia).
All solvents were of analytical grade.
Liu M., Li Q., Delaine C., Wu H., Arsenakis Y., White B.F., Forbes B.E., Chandrashekar C, & Hossain M.A. (2023). Total Chemical Synthesis of Palmitoyl-Conjugated Insulin. ACS Omega, 8(15), 13715-13720.
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2

Synthesis of Cortisol-3-CMO-Maleimide Probe

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Ten mg hydrocortisone
3-(O-carboxymethyl)oxime (Toronto Research Chemicals) and 10.4 mg
2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate
(HATU, Fluorochem) were dissolved in 2 mL DMF. Subsequently, 44 μL
diisopropylethylamine (DIPEA, Sigma) was added together with 16.5
mg 1-(2 aminoethyl)maleimide hydrochloride (Sigma) before the mixture
was stirred for 4 h at room temperature. DMF was removed using a Buchi
rotary evaporator and a diaphragm pump. The remaining compound was
dissolved in Milli-Q water with 25% HPLC-grade acetonitrile and 0.1%
formic acid. Cortisol-3-CMO-maleimide was purified with a preparative
LC-MS system comprising of an LCQ Deca XP Max (Thermo Finnigan) ion-trap
mass spectrometer equipped with a Surveyor photodiode detector array
(PDA) detector (Thermo Finnigan). The mixture was purified with a
Phenomex kinetex 2.6 μm EVO C18 50 × 2.1 mm column and
an isocratic acetonitrile gradient of 34%. Fractions with the correct
mass (E/Z isomers were not separated) were collected using a PrepFC
fraction collector (Gilson Inc.) and subsequently freeze-dried before
being dissolved in DMSO and stored at −30 °C (Figure S4).
van Aalen E.A., Lurvink J.J., Vermeulen L., van Gerven B., Ni Y., Arts R, & Merkx M. (2024). Turning Antibodies into Ratiometric Bioluminescent Sensors for Competition-Based Homogeneous Immunoassays. ACS Sensors, 9(3), 1401-1409.
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