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PyBOP

Catalog No.GA11178

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PyBOP Chemical Structure

Cas No.: 128625-52-5

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Sample solution is provided at 25 µL, 10mM.

Description of PyBOP

IC50: Not available.

PyBOP (benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate), the analog of BOP where dimethylamino groups are replaced with pyrrolidino, is a peptide coupling reagent used in solid phase peptide synthesis. As the only analog of BOP which shows equivalent properties in peptide bond formation, PyBOP is widely used as a substitute for the BOP, with the aim of avoiding formation of hexamethylphosphoric triamide (HMPA) which is a carcinogenic side product. After being extensively reported with toxicity, HMPA has been recently included in the “Seveso list” of dangerous chemicals. Both in solution and in solid phase peptide synthesis, BOP performs as an excellent peptide coupling reagent. However, formation of HPMA couldn’t be avoided during the manufacture and utilization of BOP. [1]

In vitro: Under the same condition to that of BOP, coupling tests were conducted using PyBOP as coupling reagent. In the DCM molar solution containing N-protected amino acid, compounds were added as follow: coupling reagent, C-protected amino acid hydrochloride and DIEA. An immediate reaction could be then noticed by TLC monitoring, even in the case of hindered amino acids. Moreover, the magnitude of racemization seemed to be 50% lower than that obtained with BOP in the Young’s test, and exhibited superiority in the Anteunis’ test. [1]

In vivo: So far, no in vivo data has been reported.

Clinical trial: So far, no clinical trial has been conducted.

Reference:
[1]Coste J, Le-Nguyen D and Castro B.  PyBOP@: A new peptide coupling reagent devoid of toxic by-product. Tetrahedron Lett. 1990 Mar; 31(2): 205-8.

Chemical Properties of PyBOP

Cas No. 128625-52-5 SDF
Chemical Name benzotriazol-1-yloxy(tripyrrolidin-1-yl)phosphanium;hexafluorophosphate
Canonical SMILES C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=CC=CC=C5N=N4.F[P-](F)(F)(F)(F)F
Formula C18H28F6N6OP2 M.Wt 520.4
Solubility ≥ 52mg/mL in DMSO 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.

Complete Stock Solution Preparation Table of PyBOP

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1 mg 5 mg 10 mg
1 mM 1.9216 mL 9.608 mL 19.216 mL
5 mM 0.3843 mL 1.9216 mL 3.8432 mL
10 mM 0.1922 mL 0.9608 mL 1.9216 mL
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In vivo Formulation Calculator (Clear solution) of PyBOP

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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 ddH2O, 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.

Product Documents

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Average Rating: 5 ★★★★★ (Based on Reviews and 30 reference(s) in Google Scholar.)

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