PyBOP
PYBOP · N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate · BOP REAGENT · Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate · (BENZOTRIAZOL-1-YLOXY)TRIPYRROLIDINOPHOSPHONIUM HEXAFLUOROPHOSPHATE · BYPOP · BENZOTRIAZOLE-1-YL-OXY-TRIS-PYRROLIDINO-PHOSPHONIUM HEXAFLUOROPHOSPHATE · ((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tri(pyrrolidin-1-yl)phosphoniuM hexafluorophosphate(V)
Identifiers & Physical Properties
| CAS No. | 128625-52-5 |
|---|---|
| Molecular formula | C18H28F6N6OP2 |
| Average molar mass | 520.4 g/mol |
| Monoisotopic mass | 520.17040251 g/mol |
| SMILES | F[P-](F)(F)(F)(F)F.c1ccc2c(c1)nnn2O[P+](N1CCCC1)(N1CCCC1)N1CCCC1 |
| InChIKey | VIAFLMPQBHAMLI-UHFFFAOYSA-N |
| PubChem CID | 2724699 |
| EC No. | 603-290-2 |
| DTXSID | DTXSID40369209 |
Chemical & Physical Properties
| Topological polar surface area | 49.7 |
|---|---|
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 13 |
| Rotatable bonds | 5 |
| Heavy atoms | 33 |
| Formal charge | 0 |
| Complexity | 500 |
| Melting point | 154-156 °C (dec.)(lit.) |
| Density | 1.438 at 20℃ |
| Vapor pressure | 0-0Pa at 20-50℃ |
| Storage conditions | 2-8°C |
| Solubility | methanol: 25 mg/mL, clear |
| Physical state | Fine Crystalline Powder |
| Color | White to off-white |
| Sensitivity | Moisture Sensitive |
| BRN | 3584612 |
| Major applications | peptide synthesis |
| InChI | InChI=1S/C18H28N6OP.F6P/c1-2-10-18-17(9-1)19-20-24(18)25-26(21-11-3-4-12-21,22-13-5-6-14-22)23-15-7-8-16-231-7(2,3,4,5)6/h1-2,9-10H,3-8,11-16H2/q+1 |
| InChIKey | BYCLGHOAELJLOF-UHFFFAOYSA-M |
| SMILES | [P+](ON1N=NC2C=CC=CC1=2)(N1CCCC1)(N1CCCC1)N1CCCC1.[P-](F)(F)(F)(F)(F)F |
| LogP (partition coefficient) | -0.3 at 26℃ and pH3.5-3.7 |
| CAS DataBase Reference | 128625-52-5(CAS DataBase Reference) |
| UNSPSC Code | 12352107 |
| NACRES | NA.22 |
| GHS pictogram | GHS07,GHS09 |
| Signal word | Warning |
| GHS hazard statements | H302-H317-H410 |
| GHS precautionary statements | P261-P264-P273-P280-P301+P312-P302+P352 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xi |
| Risk statements (R) | 37/38-44-36/37/38 |
| Safety statements (S) | 26-36-24/25-37/39 |
| UN transport number | UN 1325 4.1/PG 2 |
| Water hazard class (WGK) | 3 |
| F | 8-10-21 |
| Hazard Note | Irritant |
| Customs code | 29339980 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Skin Sens. 1 |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | WarningH302 (14.9%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (87.8%): Causes skin irritation [Warning Skin corrosion/irritation]H317 (12.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]H319 (87.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (86.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H410 (12.2%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 74 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatory information | Status: Active Update: 24-05-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/30080Status: Active Update: 07-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/27481 |
| Hazard Classes and Categories | Acute Tox. 4 (14.9%)Skin Irrit. 2 (87.8%)Skin Sens. 1 (12.2%)Eye Irrit. 2 (87.8%)STOT SE 3 (86.5%)Aquatic Chronic 1 (12.2%) |
| F | 8-10-21 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 3 |
| UN transport number | UN 1325 4.1/PG 2 |
| Customs code | 29339980 |
| Risk statements (R) | 37/38-44-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07,GHS09 |
| Hazard symbols | Xi |
| hazard_note | Irritant |
| Safety statements (S) | 26-36-24/25-37/39 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302-H317-H410 |
| REACH registrations | Active |
| Hazard class | Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Skin Sens. 1 |
| GHS precautionary statements | P261-P264-P273-P280-P301+P312-P302+P352 |
Applications & Uses
Uses
One of the most convenient coupling reagents for peptide synthesis without carcinogenic by-products. It replaces BOP reagent. This is especially suitable for solid-phase peptide synthesis, avoids racemization.
Uses
1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl) phosphonium hexafluorophosphate (PyBOP) is a peptide coupling reagent utilized in solid phase peptide synthesis. It is also used as a substitute for the (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.
Uses
PyBOP is a reagent for: Synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization Generation of endocrine disruptor chemical binders Cycloaddition to template-assembled multivalent peptide conjugates
General Description
(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) is an activator of carboxyl group commonly used in peptide synthesis. It also participates in the carboxylic acid esterification. It shows characteristics similar to benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and can be utilized as an alternative to BOP in peptide bond formation.