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4 imidazolecarboxylic acid

Manufactured by Merck Group
Sourced in United States

4-Imidazolecarboxylic acid is a chemical compound used in various applications, including as a research tool in scientific laboratories. It is a heterocyclic carboxylic acid containing an imidazole ring. The core function of this product is to serve as a building block or intermediate for the synthesis of other chemical compounds or materials.

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5 protocols using 4 imidazolecarboxylic acid

1

Modular Polymer Functionalization Protocol

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Acrylic acid (AA), N,N,N’,N’-tetramethylethylenediamine (TMEDA), acrylate PEG (APEG; 480 Da), bisacrylamide (BAA), 1-vinylimidazole (VI), and ammonium persulfate (APS) were purchased from ThermoFisher Scientific (Fitchburg, WI, USA). acrylate PEG-NH2 (APEG-NH2; 2 kDa) was acquired from JenKem Technology (Allen, TX, USA). 4-Imidazolecarboxylic acid, all-trans-retinoic acid (ATRA), N-(3-aminopropyl)methacrylamide hydrochloride (APMA), and N,N’-bis(acryloyl)cystamine (BACA) were obtained from Sigma-Aldrich (St. Louis, MO). acrylate PEG-Mal (APEG-Mal; 2 kDa) was purchased from Creative PEGWorks (Chapel Hill, NC). Cell penetrating peptide (CPP), TAT-Cys (CYGRKKRRQRRR), was synthesized by Genscript (Piscataway, NJ).
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2

Synthesis and Characterization of Multifunctional Poly(ethylene glycol) Conjugates

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Boltron® H40 (a hyperbranched polyester with 64 hydroxyl terminal groups; Mn: 2833 Da) was kindly provided by Perstorp Polyols Inc., USA, and purified by fractional precipitation in acetone and tetrahydrofuran (THF). β-Benzyl L-aspartate N-carboxyanhydride (BLA-NCA) was prepared as previously reported by our lab [49 (link)]. The heterobifunctional poly(ethylene glycol) (PEG) derivatives, methoxy–PEG–NH2 (CH3O-PEG–NH2, Mn = 5 kDa) and maleimide–PEG–NH2 (Mal–PEG–NH2, Mn = 5 kDa), were purchased from JenKem Technology (Allen, TX, USA). Cy5 dye was obtained from Lumiprobe Corporation (Hallandale Beach, FL, USA). GE11 peptide (YHWYGYTPQNVIGGGGC) was synthesized by Tufts University Core Facility (Boston, MA, USA). GFP-siRNA-Cy5.5, GFP-siRNA, dimethyl sulfoxide (DMSO), 2-carboxybenzylaldehyde, 2-aminoethyl disulfide, 4-imidazolecarboxylic acid, and stannous (II) octoate (Sn(Oct)2) were purchased from Sigma–Aldrich (St. Louis, MO, USA). 4-Dimethylamino pyridine (DMAP) and 1,3-dicyclohexylcarbodiimide (DCC) were purchased from ACROS and used without further purification. Other reagents, including RNAiMAX, were purchased from Thermo Fisher Scientific (Fitchburg, WI, USA) and used as received unless otherwise stated.
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3

Synthesis and Functionalization of BLA-NCA

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β-Benzyl l-aspartate N-carboxyanhydride (i.e., BLA-NCA) was prepared as previously reported.31 (link) Methoxy–PEG–NH2 (PEG–NH2, Mn = 5 kDa) was obtained from JenKem Technology (Allen, TX). 4-Imidazolecarboxylic acid was obtained from Sigma–Aldrich (St. Louis, MO). The sNLS-Cas9-sNLS was obtained from Aldevron (Madison, WI). The NLS peptide (amino acid sequence: PKKKKRKV) was synthesized by Abi Scientific Inc. (Sterling, VA). Other reagents were obtained from Thermo Fisher Scientific (Fitchburg, WI).
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4

Modular Polymer Functionalization Protocol

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Acrylic acid (AA), N,N,N’,N’-tetramethylethylenediamine (TMEDA), acrylate PEG (APEG; 480 Da), bisacrylamide (BAA), 1-vinylimidazole (VI), and ammonium persulfate (APS) were purchased from ThermoFisher Scientific (Fitchburg, WI, USA). acrylate PEG-NH2 (APEG-NH2; 2 kDa) was acquired from JenKem Technology (Allen, TX, USA). 4-Imidazolecarboxylic acid, all-trans-retinoic acid (ATRA), N-(3-aminopropyl)methacrylamide hydrochloride (APMA), and N,N’-bis(acryloyl)cystamine (BACA) were obtained from Sigma-Aldrich (St. Louis, MO). acrylate PEG-Mal (APEG-Mal; 2 kDa) was purchased from Creative PEGWorks (Chapel Hill, NC). Cell penetrating peptide (CPP), TAT-Cys (CYGRKKRRQRRR), was synthesized by Genscript (Piscataway, NJ).
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5

Chemically Modified Nucleic Acid Delivery

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Triethylenetetramine (TET), triethylamine (TEA), carboxymethyl-β-cyclodextrin sodium salt (β-CD, degree of carboxyl substitution = 3), 4-imidazolecarboxylic acid, N,N’-dicyclohexylcarbodiimide (DCC), N-hydroxysuccinimide (NHS), L-glutathione (reduced, GSH) and 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyl tetrazolium bromide (MTT) were purchased from Sigma-Aldrich (USA). Ethyl trifluoroacetate, N,N’-bis(acryloyl)cystamine (BAC), and 1-adamantanecarboxylic acid (AD) were purchased from TCI America (USA). 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) was purchased from Acros (USA). A poly(ethylene glycol) (PEG) derivative, H2N-PEG-OCH3 (Mw = 5000 Da), was purchased from JenKem Technology (USA). The nuclear localization signal (NLS) peptide (sequence: PKKKKRKV) was purchased from Abi Scientific (USA). Bovine serum albumin (BSA) was purchased from Fisher (USA). NLS-tagged Cas9 protein (sNLS–Cas9–sNLS) was purchased from Aldevron (USA).
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