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Diisopropylethylamine diea

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Diisopropylethylamine (DIEA) is a colorless, flammable liquid used as a base and catalyst in various chemical processes. It is a tertiary amine with the chemical formula (CH3)2CHN(CH2CH3)(CH(CH3)2). DIEA is commonly employed as a reagent in organic synthesis, peptide chemistry, and analytical applications.

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Lab products found in correlation

Fmoc asn trt peg ps, by Thermo Fisher Scientific (2 mentions) O benzotriazol 1 yl n n n n tetramethyluronium hexafluorophosphate hbtu, by Thermo Fisher Scientific (2 mentions) Dimethyl sulfoxide (dmso), by Thermo Fisher Scientific (1 mentions) Dimethylformamide dmf, by Thermo Fisher Scientific (1 mentions) Cy5 mono nhs ester, by Cytiva (1 mentions) Acetonitrile, by Biosolve (1 mentions) N methylpyrrolidinone, by Biosolve (1 mentions) Irdye 800cw donkey anti goat igg, by LI COR (1 mentions) Methanol, by Merck Group (1 mentions) Lysotracker red dnd 99, by Thermo Fisher Scientific (1 mentions) Matrigel, by BD (1 mentions) Huvecs, by American Type Culture Collection (1 mentions) 5 carboxyfluorescein fam, by Merck Group (1 mentions) Facsaria, by BD (1 mentions) Polymyxin b, by Merck Group (1 mentions) Dibac4 3, by Thermo Fisher Scientific (1 mentions) Histopaque, by Merck Group (1 mentions) Sytox green, by Merck Group (1 mentions) Thioanisole, by Merck Group (1 mentions) Trifluoroethanol tfe, by Merck Group (1 mentions)

Spelling variants of this product

Diisopropylethylamine (42 citations) N,N-diisopropylethylamine (DIEA) (16 citations) Poloxamer 407 (P407), N,N-diisopropylethylamine (DIEA), (2 citations) Dimethylformamide (DMF), N,N-diisopropylethylamine (DIEA), (2 citations)

7 protocols using diisopropylethylamine diea

1

Dendrimer Conjugation and Functionalization

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Ethylenediamine-core poly(amidoamine) (PAMAM) generation four hydroxyl-terminated dendrimer (G4-OH), amine-terminated dendrimer (G4-NH2), and generation 3.5 carboxylate dendrimer (G3.5-COOH) were purchased from Dendritech Inc. (Midland, Michigan). Cy5-mono-NHS ester was purchased from Amersham Biosciences-GE Healthcare. Benzotriazol-1-yl-oxy-tripyrrolidinophosphonium hexafluorophosphate (PyBOP), 6-(Fmoc-amino)caproic acid, N-Fmoc-1,5-diaminopentane hydrobromide, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC.HCl), Hydroxybenzotriazole (HOBt), acetonitrile (ACN), tri-fluoroacetic acid (TFA), triethylamine (TEA) and diisopropylethylamine (DIEA) were purchased from Sigma-Aldrich (St Louis, Missouri). Dimethylformamide (DMF) and dimethyl sulfoxide (DMSO) were purchased from Fisher Scientific (St. Louis, Missouri). All other reagents and solvents were used as received. Regenerated cellulose (RC) dialysis membrane (molecular weight cut-off 1 kDa or 8 kDa) was obtained from Spectrum Laboratories Inc (Rancho Dominguez, California).
Nance E., Zhang F., Mishra M.K., Zhang Z., Kambhampati S.P., Kannan R.M, & Kannan S. (2016). Nanoscale effects in dendrimer-mediated targeting of neuroinflammation. Biomaterials, 101, 96-107.
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2

Solid-Phase Peptide Synthesis

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L-Amino acid residues were purchased from Senn Chemicals (Dielsdorf, Switzerland). Preloaded polyethylene glycol-polystyrene resins (Fmoc-Val-PEG-PS and Fmoc-Asn(Trt)-PEG-PS) and O-benzotriazol-1-yl-N,N,N’,N’-tetramethyluronium hexafluorophosphate (HBTU) were from Life Technologies (Saint Aubin, France, France). Acetonitrile, and N-methylpyrrolidinone (NMP) were from Biosolve Chimie (Dieuze, France). Diisopropylethylamine (DIEA), piperidine, trifluoroacetic acid (TFA), thallium (III) trifluoroacetate (Tl(OCOCF3)3) and other reagents were from Sigma-Aldrich (Saint-Quentin Fallavier, France).
Quan F.B., Dubessy C., Galant S., Kenigfest N.B., Djenoune L., Leprince J., Wyart C., Lihrmann I, & Tostivint H. (2015). Comparative Distribution and In Vitro Activities of the Urotensin II-Related Peptides URP1 and URP2 in Zebrafish: Evidence for Their Colocalization in Spinal Cerebrospinal Fluid-Contacting Neurons. PLoS ONE, 10(3), e0119290.
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3

Synthesis and Characterization of Peptide Conjugates

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The reagents (i.e., trifluoro acetic acid (TFA), hydrogen gas, Pd/C catalyst, triisopropylsilane (TIPS), O-(1H-6-Chlorobenzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HCTU), 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU), N-[(Dimethylamino)-1H-1,2,3-triazolo-[4,5-b]pyridin-1-ylmethylene]-N-methylmethanaminium hexa-fluorophosphate N-oxide (HATU), diisopropyl ethyl amine (DIEA)) and solvents (i.e., acetonitrile, methanol) were purchased from Sigma Aldrich Chemical Company (St. Louis, MO, USA) and Fisher Scientific Inc. (Hampton, NH, USA). Gyros Protein Technologies Inc. (Tucson, AZ, USA) was the vendor for all Fmoc-protected amino acids for peptide synthesis. IRDye800CW donkey anti-goat IgG was obtained from LI-COR Inc. (Lincoln, NE, USA). All animal studies were carried out under the approved animal protocol (AUS-75-13; Approval Date: 03/26/2019) granted by Institutional Animal Care and Use Committee (IACUC) at The University of Kansas. Animal Care Unit (ACU) personnel and veterinarians were involved in the care of the animals used in this study.
Ulapane K.R., Kopec B.M, & Siahaan T.J. (2019). Improving In Vivo Brain Delivery of Monoclonal Antibody Using Novel Cyclic Peptides. Pharmaceutics, 11(11), 568.
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4

Peptide Synthesis and Cell Culture

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Boc-protected α-amino acids were purchased from GL Biochem Ltd. (Shanghai, China). 4-Methylbenzhydrylamine resin HCl salt (rink amide MBHA resin) was from Xi'an Innovision Bioscience Co., Ltd. O-Benzotriazole-N,N,N′,N′-tetramethyl-uronium hexafluorophosphate (HBTU) was purchased from American Bioanalytical Co., Ltd. (Natick, MA, USA). Diisopropylethylamine (DIEA) was supplied by Sigma–Aldrich. 4ʹ,6-Diamidino-2-phenylindole (DAPI) was supplied by Roche (Basel, Switzerland). 5-Carboxyfluorescein (FAM) was purchased from Sigma (St. Louis, MO, USA). Fluorescein-5-maleimide was purchased from FanboBiochemicals (Beijing, China). LysoTracker®Red DND-99 was from Invitrogen (Grand Island, NY, USA). Matrigel was obtained from BD Biosciences (San Diego, CA, USA). All chemicals were analytic reagent grade.
U87MG glioblastoma cells and HUVECs were obtained from ATCC. All cells were cultured in special Dulbecco's modified Eagle's medium (Gibco) supplemented with 10% fetal bovine serum (FBS, GE Healthcare's HyClone, USA) at 37 °C in a 5% CO2-humidified atmosphere.
Zhang M, & Lu W. (2018). Enhanced glioma-targeting and stability of LGICP peptide coupled with stabilized peptide DA7R. Acta Pharmaceutica Sinica. B, 8(1), 106-115.
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5

Automated Synthesis of PIP Peptides

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PIP peptides were synthesized as described previously using an automated Symphony Quartet peptide synthesizer (Gyros Protein Technologies, USA) with Fmoc-protected D-amino acids on Rink amide MBHA resin (0.6 mmol/g loading) (Novabiochem, UK) [20 ]. First amino acid loading onto the resin was performed manually with N,N’-diisopropylcarbodiimide and 1hydroxybenzotriazole as coupling agents in the presence of diisopropylethylamine (DIEA) (Sigma-Aldrich, UK), with assembly of the remaining amino acids being performed automatically by the peptide synthesizer using (benzotriazol-1-yloxy)-tripyrrolidinophosphonium hexafluorophosphate (Novabiochem, UK) as the coupling reagent with DIEA. Crude peptides were cleaved and characterized using the same reagents and conditions described previously (Taverner, 2015).
Almansour K., Taverner A., Turner J.R., Eggleston I.M, & Mrsny R.J. (2018). An Intestinal Paracellular Pathway Biased Toward Positively-Charged Macromolecules. Journal of controlled release : official journal of the Controlled Release Society, 288, 111-125.
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6

Peptide Synthesis and Analysis Protocol

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Fmoc-amino acids, CLEAR amide resin, 2-(1H-benzotriazol-1-yl)-1,1,3,3,-tetramethyl uronium hexaflurophosphate (HBTU),4-[2,4-dimethoxyphenyl) (Fmoc-amino) methyl] phenoxyacetic acid and hydroxybenzotriazole (HOBt) were obtained from Peptide International, USA. Tri-isopropyl silane (TIS) and trifluro acetic acid (TFA), thioanisole, histopaque, ethanedithiol (EDT), NPN, SYTOX green, Polymyxin B, trifluoroethanol, (TFE) and diisopropylethylamine (DIEA) were purchased from Sigma-Aldrich Corporation, USA. [DiBAC4 (3)] was obtained from Molecular probes, Eugene. Piperidine and solvents (HPLC grade) were purchased from Merck, India. HPLC purification and analysis was done on a Shimadzu instrument using C18 column. Mass spectra were recorded on a MALDI-TOF mass spectrometer (AB Sciex 4800 plus). Flow cytometry analysis was carried out on a FACS Aria instrument, BD, Sparks. All other reagents used are of analytical grade procured from the local suppliers.
Abraham P., Sundaram A., R A., V R., George S, & Kumar K.S. (2015). Structure-Activity Relationship and Mode of Action of a Frog Secreted Antibacterial Peptide B1CTcu5 Using Synthetically and Modularly Modified or Deleted (SMMD) Peptides. PLoS ONE, 10(5), e0124210.
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7

Solid-Phase Peptide Synthesis with Fmoc-Amino Acids

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Fmoc-L-amino acid residues were purchased from Iris Biotech (Marktredwitz, Germany). Preloaded polyethylene glycol-polystyrene resins (Fmoc-Asn(Trt)-PEG-PS, Fmoc-Ile-PEG-PS and Fmoc-Phe-PEG-PS) and O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate (HBTU) were purchased from Life Technologies (Villebon-sur-Yvette, France). ACN, dimethylformamide (DMF) and N-methylpyrrolidone (NMP) were purchased from Biosolve Chimie (Dieuze, France). Diisopropylethylamine (DIEA), piperidine, anisole, TFA, thallium(III) trifluoroacetate (Tl(CF 3 COO) 3 ) and other reagents were purchased from Sigma-Aldrich (Saint-Quentin-Fallavier, France).
Endress M., Zatylny-Gaudin C., Corre E., Le Corguillé G., Benoist L., Leprince J., Lefranc B., Bernay B., Leduc A., Rangama J., Lafont A.G., Bondon A, & Henry J. (2018). Crustacean cardioactive peptides: Expression, localization, structure, and a possible involvement in regulation of egg-laying in the cuttlefish Sepia officinalis. General and comparative endocrinology, 260.
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