2 1h benzotriazole 1 yl 1 1 3 3 tetramethyluronium hexafluorophosphate hbtu

Manufactured by GL Biochem

Sourced in China

2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU) is a coupling reagent commonly used in peptide synthesis. It is a white crystalline powder that is soluble in organic solvents. HBTU is used to activate carboxylic acids for amide bond formation with amines.

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Lab products found in correlation

N n dimethylformamide (dmf), by Beijing Chemical Works (2 mentions) 9 fluorenylmethoxycarbonyl fmoc protected amino acids, by GL Biochem (2 mentions) Streptomycin, by Thermo Fisher Scientific (1 mentions) Penicillin, by Thermo Fisher Scientific (1 mentions) Mitotracker orange, by Thermo Fisher Scientific (1 mentions) Lysotracker green dnd 26, by Thermo Fisher Scientific (1 mentions) Piperidine, by Merck Group (1 mentions) Wang resin, by GL Biochem (1 mentions) N methyl morpholine, by Beijing Chemical Works (1 mentions) Cell counting kit 8 cck 8 assay, by Beyotime (1 mentions) Dimethyl sulfoxide (dmso), by Merck Group (1 mentions) 1 2 ethanedithiol edt, by Thermo Fisher Scientific (1 mentions) Hplc system l 7100, by Hitachi (1 mentions) Maldi tof ms, by Bruker (1 mentions) Trifluoroacetic acid tfa, by Merck Group (1 mentions)

3 protocols using 2 1h benzotriazole 1 yl 1 1 3 3 tetramethyluronium hexafluorophosphate hbtu

Synthesis and Characterization of Multifunctional Nanoparticles

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Wang resin (loading 0.34 mmol/g) was obtained from Rapp Polymere (Germany), 9-fluorenylmethoxy carbonyl (Fmoc)-conjugated amino acids and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU) were purchased from GL Biochem (China). BHQ-3 was obtained from LGC Biosearch Technologies (USA). Piperidine is from Sigma. 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[poly(ethylene glycol)2000]-maleimide (DSPE -PEG2000-MAL) was purchased from Nanosoft Biotechnology LLC (USA). JC-1(5,5',6,6'-tetrachloro-1,1',3,3'-tetraethylbenzimidazolycarbocyanine iodide) fluorescent dye, Cy5.5 succinimide ester, MitoTracker Orange and LysoTracker Green DND-26 were both obtained from Invitrogen (USA). Gadolinium-triamine penta-acetic acid (Gd-DTPA) was purchased from Magnevist™ (Germany). The human breast cancer cell line MDA-MB-468 and SKBR-3 as well as the human embryonic kidney cell line 293T were purchased from the Infrastructure of Cell Line Resources, Chinese Academy of Medical Sciences. Dulbecco's-modified Eagle's medium (DMEM, high glucose), RPMI-1640 medium, trypsin-EDTA (0.25%), fetal bovine serum (FBS) were purchased from GE Healthcare Life Sciences (USA). All cell lines were cultured with 10% fetal bovine serum (FBS), penicillin (100 U/mL) and streptomycin (100 U/mL, Gibco) in a humidified atmosphere containing 5% CO₂ at 37 ºC.

Wang Z., Wang Y., Jia X., Han Q., Qian Y., Li Q., Xiang J., Wang Q., Hu Z, & Wang W. (2019). MMP-2-Controlled Transforming Micelles for Heterogeneic Targeting and Programmable Cancer Therapy. Theranostics, 9(6), 1728-1740.

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Peptide Synthesis and Cell Viability Assay

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TentaGel S Resin was purchased from Rapp Polymere (Germany, loading 0.31 mmol/g). 9-Fluorenylmethoxycarbonyl (Fmoc)-protected amino acids, 2-(1H-benzotriazole-1-yl)-1,1,3,3- tetramethyluronium hexafluoro-phosphate (HBTU), and Wang resin were obtained from GL Biochem (China). Trifluoroacetic acid (TFA), fluorescein isothiocyanate (FITC), N-methyl morpholine (NMM), piperidine, and N,N′-dimethylformamide (DMF) were all from Beijing Chemical Plant (China). 1,2-Ethanedithiol (EDT) was purchased from Alfa Aesar (USA). Dimethyl sulfoxide (DMSO) was purchased from Aldrich Chemical Co. and used without further purification. Cyanogen bromide (CNBr) was from J&K Chemical (China). The HeLa cell lines were received from the Cell Culture Center of the Institute of Basic Medical Sciences, Chinese Academy of Medical Sciences (Beijing, China). Cell culture medium and fetal bovine serum were from WisentInc (Multicell, WisentInc, St. Bruno. The cell counting kit-8 assay (CCK-8) (Beyotime Institute of Biotechnology, China) was used. Hela cells were maintained Dulbecco’s modified eagle’s medium (DMEM) with 10% fetal bovine serum and 1% penicillin. All cells were cultured in a humidified atmosphere containing 5% CO₂ at 37 °C.

Yang P.P., Li Y.J., Cao Y., Zhang L., Wang J.Q., Lai Z., Zhang K., Shorty D., Xiao W., Cao H., Wang L., Wang H., Liu R, & Lam K.S. (2021). Rapid discovery of self-assembling peptides with one-bead one-compound peptide library. Nature Communications, 12, 4494.

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Peptide Synthesis and Purification Protocol

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All peptides were synthesized using Fmoc strategy SPPS (solid phase peptide synthesis). The synthesized peptides were purified by using a Hitachi HPLC system (L-7100, Japan) on a TSK gel ODS-100V column (150 mm×4.6 mm) at a flow rate of 2 mL min^-1. Gradient: 0-25 min, 5-80% acetonitrile containing 0.1% Trifluoroacetic acid (TFA). After purification, peptides were characterized by MALDI-TOF MS (Bruker Daltonics).
9-Fluorenylmethoxycarbonyl (Fmoc)-protected amino acids and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU) were purchased from GL Biochem (China). Trifluoroacetic acid (TFA), and fluorescein 5-isothiocyanate were from Sigma-Aldrich (USA). N-Methyl morpholine (NMM) and N,N-dimethylformamide (DMF) were from Beijing chemical plant (China).

Geng L., Wang Z., Yang X., Li D., Lian W., Xiang Z., Wang W., Bu X., Lai W., Hu Z, & Fang Q. (2015). Structure-based Design of Peptides with High Affinity and Specificity to HER2 Positive Tumors. Theranostics, 5(10), 1154-1165.

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