HBTU
Based on 1 Customer Validation
HBTU (N-HBTU) is a guanidinium-based peptide coupling reagent and immunological sensitizer. HBTU can be used in combination with bases such as DIPEA (HY-130142) to complete coupling reactions, with HOBt and TMU as by-products. HBTU is a standard reagent in automated solid-phase peptide synthesis, particularly for the Fmoc/tBu strategy, which effectively promotes coupling steps, but it is not suitable for sterically hindered amino acids or dipeptide derivatives. HBTU can induce rhinitis, dermatitis, bronchial asthma and severe allergic reactions. HBTU can be used to study the pathogenesis of allergic reactions, occupational rhinitis, allergic contact dermatitis and bronchial asthma.
For research use only. We do not sell to patients.
- Purity : 99.35%
- CAS No.: 94790-37-1
- Formula: C11H16F6N5OP
- Molecular Weight:379.24
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
Description
In Vitro
N-HBTU supports standard solid-phase synthesis of the biotinylated Mon1 peptide, and optimized N-Dcpm protected dipeptide building blocks are predicted to be compatible with standard N-HBTU coupling protocols for Asp-Gly-containing peptides[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Chemical Information
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CAS No. 94790-37-1
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Appearance Solid
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Molecular Weight 379.24
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Formula C11H16F6N5OP
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Color White to off-white
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SMILES
F[P-](F)(F)(F)(F)F.C/[N+](C)=C(N(C)C)/ON1C2=CC=CC=C2N=N1
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Synonyms
N-HBTU
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
In Vitro:
DMSO : 200 mg/mL (527.37 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Protocols
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TPA/Croton Oil Ear Edema and Dermatitis
The TPA (12-O-tetradecanoylphorbol-13-acetate) and croton oil-induced mouse ear edema model is a well-established acute cutaneous inflammation system used to evaluate topical anti-inflammatory activity by measuring edema formation, neutrophil infiltration, vascular permeability, and cytokine-mediated skin responses in vivo. The inflammatory response is triggered by topical application of phorbol esters (TPA) or croton oil constituents, leading to rapid activation of protein kinase C signaling, leukocyte recruitment, and increased vascular permeability, which can be quantified by ear thickness, weight, dye extravasation, and biochemical markers such as myeloperoxidase (MPO) activity and pro-inflammatory mediators in ear tissue homogenates. This model is widely used for screening anti-inflammatory agents, where reductions in edema and inflammatory biomarkers reflect suppression of acute dermal inflammation and immune cell infiltration. Histological evaluation typically confirms epidermal
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Contact Hypersensitivity Dermatitis
Contact hypersensitivity (CHS) dermatitis is a T cell-mediated delayed-type (Type IV) immune reaction in which low-molecular-weight haptens applied to the skin bind host proteins to form complete antigens, triggering sensitization followed by a secondary inflammatory response upon re-exposure (elicitation phase), which is commonly quantified by ear swelling as a readout of skin inflammation in murine models. This model is widely used to study allergic contact dermatitis because it is antigen-specific, reproducible, and reflects key immunological events including dendritic cell activation, T cell priming in draining lymph nodes, and effector T cell-driven tissue inflammation. DNFB- and oxazolone-induced CHS models are standard systems for evaluating both acute and chronic T cell-dependent skin inflammation and for testing immunomodulatory interventions.
Purity & Documentation
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Data Sheet (272 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[2]. Röder R, et al. On the use of N-dicyclopropylmethyl aspartyl-glycine synthone for backbone amide protection. J Pept Sci. 2010;16(1):65-70. [Content Brief]
[3]. McKnelly KJ, et al. Anaphylaxis Induced by Peptide Coupling Agents: Lessons Learned from Repeated Exposure to HATU, HBTU, and HCTU. J Org Chem. 2020;85(3):1764-1768. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.6369 mL | 13.1843 mL | 26.3685 mL | 65.9213 mL |
| 5 mM | 0.5274 mL | 2.6369 mL | 5.2737 mL | 13.1843 mL | |
| 10 mM | 0.2637 mL | 1.3184 mL | 2.6369 mL | 6.5921 mL | |
| 15 mM | 0.1758 mL | 0.8790 mL | 1.7579 mL | 4.3948 mL | |
| 20 mM | 0.1318 mL | 0.6592 mL | 1.3184 mL | 3.2961 mL | |
| 25 mM | 0.1055 mL | 0.5274 mL | 1.0547 mL | 2.6369 mL | |
| 30 mM | 0.0879 mL | 0.4395 mL | 0.8790 mL | 2.1974 mL | |
| 40 mM | 0.0659 mL | 0.3296 mL | 0.6592 mL | 1.6480 mL | |
| 50 mM | 0.0527 mL | 0.2637 mL | 0.5274 mL | 1.3184 mL | |
| 60 mM | 0.0439 mL | 0.2197 mL | 0.4395 mL | 1.0987 mL | |
| 80 mM | 0.0330 mL | 0.1648 mL | 0.3296 mL | 0.8240 mL | |
| 100 mM | 0.0264 mL | 0.1318 mL | 0.2637 mL | 0.6592 mL |
Keywords
- HBTU
- 94790-37-1
- N-HBTU
- Biochemical Assay Reagents
- dermatitis
- biotinylated Mon1 peptide
- solid-phase peptide synthesis
- bronchial asthma
- Fmoc/tBu strategy
- guanidinium (uronium) peptide coupling reagent
- immune sensitizer
- rhinitis
- sterically hindered amino acid/dipeptide derivatives
- anaphylaxis
- Inhibitor
- inhibitor
- inhibit