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Merck

12805

Sigma-Aldrich

(Benzotriazol-1-yloxy)tripyrrolidinphosphoniumhexafluorphosphat

≥97.0% (TLC), for peptide synthesis

Synonym(e):

PyBOP®

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About This Item

Lineare Formel:
C18H28N6OP · PF6
CAS-Nummer:
Molekulargewicht:
520.39
Beilstein:
3584612
MDL-Nummer:
UNSPSC-Code:
12352101
PubChem Substanz-ID:
NACRES:
NA.22

product name

(Benzotriazol-1-yloxy)tripyrrolidinphosphoniumhexafluorphosphat, purum, ≥97.0% (TLC)

Qualität

purum

Qualitätsniveau

Assay

≥97.0% (TLC)

Form

solid

Eignung der Reaktion

reaction type: Coupling Reactions

mp (Schmelzpunkt)

~150 °C
154-156 °C (dec.) (lit.)

Anwendung(en)

peptide synthesis

Lagertemp.

2-8°C

SMILES String

F[P-](F)(F)(F)(F)F.C1CCN(C1)[P+](On2nnc3ccccc23)(N4CCCC4)N5CCCC5

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)23-15-7-8-16-23;1-7(2,3,4,5)6/h1-2,9-10H,3-8,11-16H2;/q+1;-1

InChIKey

VIAFLMPQBHAMLI-UHFFFAOYSA-N

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Allgemeine Beschreibung

(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.

Anwendung

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) may be used in the following studies:
  • As coupling reagent in the preparation strategies for peptide-oligonucleotide conjugates.
  • Synthesis of structured pure triacylglycerol (TAG) regioisomers.
  • As coupling reagent in the synthesis of a 3,5-pyrazolidinedione on soluble polyethylene glycol (PEG) polymer support.
  • Synthesis of herceptin- nanoparticles.
Analogue of the BOP coupling reagent which does not form carcinogenic HMPA as by-product.

Rechtliche Hinweise

PyBOP is a registered trademark of Merck KGaA, Darmstadt, Germany

Piktogramme

Exclamation markEnvironment

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Die Dokumentenbibliothek aufrufen

PyBOP: A new peptide coupling reagent devoid of toxic by-product.
Coste J, et al.
Tetrahedron Letters, 31(2), 205-208 (1990)
Laëtitia Fauconnot et al.
Chemistry and physics of lipids, 139(2), 125-136 (2006-01-13)
The chemical synthesis of pure triacylglycerol (TAG) regioisomers, that contain long chain polyunsaturated fatty acids, such as arachidonic acid (AA) or docosahexaenoic acid (DHA), and saturated fatty acids, such as lauric acid (La) or palmitic acid (P), at defined positions
Expanding on the purification methodology of polyethylene glycol (PEG) bound molecules: The synthesis of 3, 5-pyrazolidinediones.
Zhao X-Y, et al.
Tetrahedron Letters, 39(46), 8433-8436 (1998)
Joshua D Carter et al.
Journal of nucleic acids, 2011, 926595-926595 (2011-10-19)
This work describes preparation strategies for peptide-oligonucleotide conjugates that combine the self-assembling behavior of DNA oligonucleotides with the molecular recognition capabilities of peptides. The syntheses include a solution-phase fragment coupling reaction and a solid-phase fragment coupling strategy where the oligonucleotide
Ting-Jung Chen et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 14(2), 253-260 (2008-11-01)
A novel magnetic resonance imaging (MRI) contrast agent containing Herceptin is reported. The surfaces of superparamagnetic iron oxide nanoparticles were modified with dextran and conjugated with Herceptin (Herceptin-nanoparticles) to improve their dispersion, magnetization, and targeting of the specific receptors on

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