O benzotriazole n n n n tetramethyl uronium hexafluorophosphate hbtu

Manufactured by GL Biochem

Sourced in China

HBTU is a coupling reagent commonly used in solid-phase peptide synthesis. It facilitates the formation of amide bonds between amino acids during the peptide synthesis process. HBTU acts as an activating agent, enhancing the reactivity of the carboxyl group of an amino acid, allowing it to react with the amino group of another amino acid to form the peptide bond.

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Lab products found in correlation

Fmoc amino acids, by GL Biochem (2 mentions) Innova instrument, by Agilent Technologies (2 mentions) 2 chlorotrityl resin, by GL Biochem (2 mentions) Rios origin system, by Merck Group (2 mentions) Fmoc protected amino acids, by GL Biochem (2 mentions) Fmoc arg pbf oh, by GL Biochem (2 mentions) Bca protein assay kit, by Beyotime (1 mentions) Cell counting kit 8 cck 8, by Beyotime (1 mentions) Triisopropylsilane tis, by Merck Group (1 mentions) Methyl thiazolyl tetrazolium (mtt), by Thermo Fisher Scientific (1 mentions) N fluorenyl 9 methoxycarbonyl fmoc protected l amino acids, by GL Biochem (1 mentions) Agilent 6120 single quadrupole lc ms system, by Agilent Technologies (1 mentions) Milli q water, by Merck Group (1 mentions) Mouse il 4 ifn γ elisa kits, by BioLegend (1 mentions) Endofit ovalbumin ova, by InvivoGen (1 mentions) C57bl 6 mice, by Charles River Laboratories (1 mentions) Piperidine, by Thermo Fisher Scientific (1 mentions) 6120 single quadrupole lc ms system, by Agilent Technologies (1 mentions) Lipofectamine 2000, by Merck Group (1 mentions) Methanol, by Shanghai Chemical Reagent (1 mentions)

Spelling variants of this product

O-Benzotriazole-N (2 citations)

8 protocols using o benzotriazole n n n n tetramethyl uronium hexafluorophosphate hbtu

Peptide Synthesis and Cell Assays

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Fmoc-amino acids and O-benzotriazole-N,N,N′,N′-tetramethyl-uronium-hexafluorophosphate
(HBTU)
were obtained from GL Biochem (Shanghai) Ltd. (Shanghai, China). Diisopropylethylamine
(DIEA), N,N′-dimethyl formamide
(DMF), piperidine, absolute ethyl ether, and biotin were purchased
from Alfa Aesar(Shenzhen, China). Carbinol and trifluoroacetic acid
were purchased from J&K Scientific (Beijing, China). Dichloromethane
and dimethyl sulfoxide (DMSO) were purchased from Kaitong (Tianjin
KaitongCo., Ltd., Tianjin, China); 2-chlorotrityl resin was purchased
from Hecheng (Tianjin Nankai Hecheng S&T Co., Ltd., Tianjin, China).
Sodium carbonate was purchased from Yuanli Chemical Group Co., Ltd.
(Tianjin, China). The Cell Counting Kit-8 (CCK-8) and the BCA protein
assay kit were purchased from Beyotime Biotechnology (Shanghai, China).
Primary antibodies against RUNX2, OPN, BMP2, and GAPDH, as well as
UNlQ-10 column TRIzol total RNA isolation kit, were purchased from
BBI Life Sciences Corporation (Shanghai, China).

Zhao Y., Xing Y., Wang M., Huang Y., Xu H., Su Y., Zhao Y, & Shang Y. (2022). Supramolecular Hydrogel Based on an Osteogenic Growth Peptide Promotes Bone Defect Repair. ACS Omega, 7(13), 11395-11404.

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Peptide Synthesis and Cytotoxicity Evaluation

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N-fluorenyl-9-methoxycarbonyl (Fmoc)-protected L-amino acids, piperdine Rink-Amide resin (100-200 mesh, loading: 0.51 mmol g^-1), diisopropylethylamine (DiEA) and o-benzotriazole-N,N,N',N- tetramethyluroniumhexafluorophosphate (HBTU) were provided by GL Biochem Ltd. (Shanghai, China). HAuCl₄, Diisopropylethylamine (DIEA), dimethylformamide (DMF), trifluoroacetic acid (TFA) and piperdine were obtained by Shanghai Reagent Chemical Co. (China). Triisopropylsilane (TIS) was purchased from Sigma-Aldrich (USA). MTT, Dulbecco's modified Eagle's medium (DMEM), trypsin, fetal bovine serum (FBS), Penicillin-streptomycin were provided by GIBCO Invitrogen Corp. All other reagents were used without further purification.

Zhang W., Cai K., Li X., Zhang J., Ma Z., Foda M.F., Mu Y., Dai X, & Han H. (2019). Au Hollow Nanorods-Chimeric Peptide Nanocarrier for NIR-II Photothermal Therapy and Real-time Apoptosis Imaging for Tumor Theranostics. Theranostics, 9(17), 4971-4981.

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Peptide Synthesis on 2-Chlorotrityl Resin

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Fmoc protected amino acids, 2‐chlorotrityl resin, O‐benzotriazole‐N,N,N,N‐tetramethyl‐uronium‐hexafluoro‐phosphate (HBTU), and 1‐hydroxy‐7‐azabenzotriazole (HOAt) were purchased from GL Biochem (Shanghai) Ltd. All solvents and the other chemicals were purchased from Merck, at analytical grade. High purity Milli‐Q‐water with a resistivity greater than 18 M Ω cm was obtained from an in‐line Millipore RiOs/Origin system. ¹H‐NMR and ¹³C‐NMR spectra were recorded at 400 MHz on a Varian Innova Instrument with chemical shift reported as ppm (with tetramethylsilane as internal standard). ESI‐MS spectra were recorded on an Agilent 6120 single quadrupole LC‐MS system. Optical microscope images were acquired on a Leitz Labovert instrument with a 20× magnification objective on a drop of fresh samples deposited on a clean glass slide.

Bellotto O., Kralj S., Melchionna M., Pengo P., Kisovec M., Podobnik M., De Zorzi R, & Marchesan S. (2021). Self‐Assembly of Unprotected Dipeptides into Hydrogels: Water‐Channels Make the Difference. Chembiochem, 23(2), e202100518.

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Immunogenic Peptide Synthesis and Evaluation

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2-Cl-trityl chloride resin was obtained from Nankai Resin Co., Ltd. l- and d-Fmoc-amino acids and O-benzotriazole-N,N,N′,N′-tetramethyl-uronium-hexafluorophosphate (HBTU) were obtained from GL Biochem (Shanghai). 2-Naphthylacetic acid was obtained from Aladdin. Chemical reagents and solvents were used as received from commercial sources. Dulbecco's modified Eagle's medium (DMEM), fetal bovine serum (FBS) and penicillin/streptomycin were purchased from Gibco Corporation. EndoFit ovalbumin (OVA) (endotoxins <1 EU mg⁻¹) was purchased from InvivoGen (CA, USA). Horseradish peroxidase-conjugated goat anti-mouse IgG, IgG1, IgG2a and IgG2b were obtained from Southern Biotechnologies (AL, USA). Mouse IL-4/IFN-γ ELISA kits were purchased from Biolegend. Six-week-old female C57BL/6 mice were purchased from Beijing Vital River Laboratory Animal Technology Co., Ltd.

Li M., Liu M., Shang Y., Ren C., Liu J., Jin H, & Wang Z. (2020). The substitution of a single amino acid with its enantiomer for control over the adjuvant activity of self-assembling peptides. RSC Advances, 10(23), 13900-13906.

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Solid-Phase Peptide Synthesis: Reagent Inventory

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Materials and general methods 2-chlorotrityl resin, O-Benzotriazole-N,N,N,N'-tetramethyluronium-hexafluoro-phosphate (HBTU), and Fmoc protected amino acids were purchased from GL Biochem (Shanghai) Ltd. All solvents were purchased from Merck, at analytical grade. Piperidine, trifluoroacetic acid (TFA), N,N-diisopropyl ethylamine (DIPEA), triisopropyl silane (TIPS) were from Acros. Sodium dihydrogen phosphate and disodium hydrogen phosphate were from BDH AnalaR. High purity Milli-Q-water with a resistivity greater than 18 M Ω cm was obtained from an in-line Millipore RiOs/Origin system. 1 H-NMR and 13 C-NMR spectra were recorded at 400 MHz on a Varian Innova Instrument with chemical shift reported as ppm (in DMSO with tetramethylsilane as internal standard). ESI-MS spectra were recorded on an Agilent 6120 single quadrupole LC-MS system.

Bellotto O ., Kralj S ., De Zorzi R ., Geremia S , & Marchesan S . (2020). Supramolecular hydrogels from unprotected dipeptides: a comparative study on stereoisomers and structural isomers. Soft matter, 16(44).

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Synthesis of Cys-Arg-Gly-Asp peptide

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Rink Amide-AM resin (0.8 mmol/g), L-amino acids protected by N-Fluorenyl-9-methoxycarbonyl (Fmoc) (Fmoc-Cys(Trt)-OH, Fmoc-Arg(Pbf)-OH, Fmoc-Gly-OH and Fmoc-Asp(OtBu)-OH), 1-hydroxybenzotriazole (HOBt) and O-benzotriazole-N,N,N′,N′-tetramethyl-uronium-hexafluoro-phosphate (HBTU) were provided by GL Biochem. Ltd. (Shanghai, China). Diisopropylethylamine (DIEA), N,N-dimethylformamide (DMF), piperidine, trifluoroacetic acid (TFA), methanol, dichloromethane (DCM), thioanisole, ethanedithiol (EDT) and anhydrous ether were obtained from Shanghai Chemical Reagent Co. (Shanghai, China). The 4-(2-hydroxyethyl)-1-piperazineethane-sulfonic acid (HEPES) buffers, hydrogen tetrachloroaurate (III) trihydrate (HAuCl₄) and Lipofectamine 2000 (Lipo2000) were provided by Sigma-Aldrich Co. LLC.

Chen S., Li J., Ma X., Liu F, & Yan G. (2021). Cationic Peptide-Modified Gold Nanostars as Efficient Delivery Platform for RNA Interference Antitumor Therapy. Polymers, 13(21), 3764.

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Solid-Phase Peptide Synthesis of Fmoc-protected Amino Acids

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N-Fluorenyl-9-methoxycarbonyl (Fmoc) protected amino acids (Fmoc-Trp(Boc)-OH, Fmoc-Phe-OH, Fmoc-Arg(Pbf)-OH, Fmoc-Asp(OtBu)-OH), Fmoc-Gly-OH, 2-chlorotrityl chloride resin (100–200 mesh, loading: 0.97 mmol g⁻¹, 1% DVB), N-hydroxybenzotriazole (HOBt) and o-benzotriazole-N,N,N′,N′-tetramethyluroniumhexafluorophosphate (HBTU) were purchased from GL Biochem. Ltd (Shanghai, China) and used as received. Trifluoroacetic acid (TFA) and diisopropylethylamine (DIEA) were provided by Aladdin Reagent Co. Ltd (Shanghai, China). Piperidine, N,N-dimethylformamide (DMF) and triisopropylsilane (TIS) were obtained from Sinopharm Chemical Reagent Co., Ltd (Shanghai, China) and used as received. Rhodamine B was obtained from Aladdin. Dulbecco's Modified Eagle's Medium (DMEM), fetal bovine serum (FBS), and 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetra-zoliumbromide (MTT) were provided by Invitrogen Corp. All other chemical agents were purchased from Sinopharm Chemical Reagent Co., Ltd and used without any pre-treatment.

Ding W.Q., Qin S.Y., Cheng Y.J., Ma Y.H, & Zhang A.Q. (2018). Novel oligopeptide nanoprobe for targeted cancer cell imaging. RSC Advances, 8(54), 30887-30893.

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Synthesis and Cellular Evaluation of 2-Cl-trityl Chloride Resin

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2-Cl-trityl chloride resin was supplied by Nankai University Resin Co., Ltd. Fmoc-amino acids and O-benzotriazole-N,N,N′,N′-tetramethyluronium-hexafluorophosphate (HBTU) were purchased from GL Biochem (Shanghai, China). PEM and the other starting materials were supplied by Aladdin. Dulbecco’s modified Eagle’s medium (DMEM), fetal bovine serum (FBS) and penicillin/streptomycin were obtained from HyClone. DAPI (4′, 6-diamidino-2-phenylindole) and 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) were purchased from Solarbio (Beijing, China). A mitochondrial membrane potential detection kit and reactive oxygen detection kit were supplied by Beyotime Biotechnology, and a Seahorse XF Glycolysis Stress Test Kit was supplied by Agilent.

Liu H., Guo C., Shang Y., Zeng L., Jia H, & Wang Z. (2021). A Supramolecular Nanoparticle of Pemetrexed Improves the Anti-Tumor Effect by Inhibiting Mitochondrial Energy Metabolism. Frontiers in Bioengineering and Biotechnology, 9, 804747.

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