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12805

Sigma-Aldrich

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

≥97.0% (TLC), for peptide synthesis

Sinônimo(s):

PyBOP®

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About This Item

Fórmula linear:
C18H28N6OP · PF6
Número CAS:
128625-52-5
Peso molecular:
520.39
Beilstein:
3584612
Número MDL:
MFCD00077411
Código UNSPSC:
12352101
ID de substância PubChem:
329749882
NACRES:
NA.22

product name

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

grau

purum

Nível de qualidade

200

Ensaio

≥97.0% (TLC)

forma

solid

adequação da reação

reaction type: Coupling Reactions

pf

~150 °C
154-156 °C (dec.) (lit.)

aplicação(ões)

peptide synthesis

temperatura de armazenamento

2-8°C

cadeia de caracteres 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

chave InChI

VIAFLMPQBHAMLI-UHFFFAOYSA-N

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Descrição geral

(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.

Aplicação

(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.

Informações legais

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

Pictogramas

Exclamation markEnvironment
GHS07,GHS09

Palavra indicadora

Warning

Frases de perigo

H302,H317,H410

Classificações de perigo

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
WXBD3901V
MKCM9928
WXBC9937V
WXBC7621V
WXBC6296V

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Visite a Biblioteca de Documentos

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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