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12805

Sigma-Aldrich

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

≥97.0% (TLC), for peptide synthesis

Synonyme(s) :

PyBOP®

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About This Item

Formule linéaire :
C18H28N6OP · PF6
Numéro CAS:
128625-52-5
Poids moléculaire :
520.39
Numéro Beilstein :
3584612
Numéro MDL:
MFCD00077411
Code UNSPSC :
12352101
ID de substance PubChem :
329749882
Nomenclature NACRES :
NA.22

product name

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

Qualité

purum

Niveau de qualité

200

Pureté

≥97.0% (TLC)

Forme

solid

Capacité de réaction

reaction type: Coupling Reactions

Pf

~150 °C
154-156 °C (dec.) (lit.)

Application(s)

peptide synthesis

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

VIAFLMPQBHAMLI-UHFFFAOYSA-N

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Description générale

(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.

Application

(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.

Informations légales

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

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H302,H317,H410

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
MKCW1203
MKCS2261
WXBD3901V
MKCM9928
WXBC9937V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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)
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
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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