HOAt |
カタログ番号GA10098
One-Click Copy Product Info
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HOAtは共役試薬であり、まずはカルボン酸と反応し、活性中間体を生成し、その後はアミノと反応しアミドを形成し、よってカルボン酸とアミンの間のペプチド結合の形成を促進する。
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 39968-33-7
Sample solution is provided at 25 µL, 10mM.
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HOAtは共役試薬であり、まずはカルボン酸と反応し、活性中間体を生成し、その後はアミノと反応しアミドを形成し、よってカルボン酸とアミンの間のペプチド結合の形成を促進する[1]。HOAtの7位窒素は、典型的な隣接基効果を提供し、反応性を高め、ラセミ化を減らせる[2]。1-エチル-3-(3-(ジメチルアミノ)プロピル)カルボジイミド（EDC）とN,N'-ジイソプロピルエチルアミン（DIPEA）の併用で、HOAtは、DNAコード化コンビナトリアルライブラリーの構築中に、アミノ修飾のDNAとカルボン酸との間のアミド結合形成ステップを促進するのに使える[3]。HOAtは、非変異性薬用試薬、一般の薬物不純物と金属結合のファーマコフォアとして機能し、同時に軟鋼に対しては著しい腐食阻害能力をも示す[4-5]。HOAtは、HOBtとリレーで使用し、α-還元可能なアルデヒドとアミンからα-還元されたアミドへの経路を触媒できる[6]。
References:
[1] Nicolette J, Neft RE, Vanosdol J, Murray J. Peptide bond-forming reagents HOAt and HATU are not mutagenic in the bacterial reverse mutation test. Environ Mol Mutagen. 2016 Apr;57(3):236-40. doi: 10.1002/em.21997.
[2] Subirós-Funosas R, Prohens R, Barbas R, El-Faham A, Albericio F. Oxyma: an efficient additive for peptide synthesis to replace the benzotriazole-based HOBt and HOAt with a lower risk of explosion. Chemistry. 2009 Sep 21;15(37):9394-403.
[3] Li Y, Gabriele E, Samain F, et al. Optimized Reaction Conditions for Amide Bond Formation in DNA-Encoded Combinatorial Libraries. ACS Comb Sci. 2016;18(8):438-443.
[4] Liu X, Yan W, Yang G, et al. 1-hydroxy-7-azabenzotriazole-cinnamic esters as anti-Toxoplasma gondii agents. Nat Prod Res. Published online May 8, 2025.
[5] Gao L, Peng S, Gong Z, Chen J. A combination of experiment and theoretical methods to study the novel and low-cost corrosion inhibitor 1-hydroxy-7-azabenzotriazole for mild steel in 1 M sulfuric acid. RSC Adv. 2018;8(67):38506-38516.
[6] Vora HU, Rovis T. Nucleophilic carbene and HOAt relay catalysis in an amide bond coupling: an orthogonal peptide bond forming reaction. J Am Chem Soc. 2007 Nov 14;129(45):13796-7. doi: 10.1021/ja0764052.
| Cas No. | 39968-33-7 | SDF | |
| Chemical Name | 3-hydroxytriazolo[4,5-b]pyridine | ||
| Canonical SMILES | C1=CC2=C(N=C1)N(N=N2)O | ||
| Formula | C5H4N4O | M.Wt | 136.11 |
| 溶解度 | ≥ 6.8mg/mL in DMSO, ≥ 9.29 mg/mL in EtOH with ultrasonic, ≥ 3.62 mg/mL in Water with ultrasonic | Storage | Desiccate at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
||
| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 7.347 mL | 36.735 mL | 73.47 mL |
| 5 mM | 1.4694 mL | 7.347 mL | 14.694 mL |
| 10 mM | 734.7 μL | 3.6735 mL | 7.347 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
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μL
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Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >99.00% Appearance: A solid
- COA (Certificate of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 30 reference(s) in Google Scholar.)