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Sigma-Aldrich

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

98%, for peptide synthesis

Synonym(s):

PyBOP®

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About This Item

Linear Formula:
C18H28N6OP · PF6
CAS Number:
128625-52-5
Molecular Weight:
520.39
Beilstein:
3584612
MDL number:
MFCD00077411
UNSPSC Code:
12352107
PubChem Substance ID:
24863525
NACRES:
NA.22

product name

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate, 98%

Quality Level

200

Assay

98%

form

powder, crystals or chunks

reaction suitability

reaction type: Coupling Reactions

mp

154-156 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

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

InChI key

VIAFLMPQBHAMLI-UHFFFAOYSA-N

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Application

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
Analogue of the BOP coupling reagent which does not form carcinogenic HMPA as by-product.

Legal Information

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

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H317,H410

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S. Figaroli, et al.,
Tetrahedron, 66, 6912-6918 (2010)
L. Bethge, et al.,
Organic & Biomolecular Chemistry, 8, 2437-2448 (2010)
Olga Avrutina et al.
Organic & biomolecular chemistry, 7(20), 4177-4185 (2009-10-02)
Here we describe the facile generation of tetravalent peptide conjugates via a copper(I) catalyzed azide-alkyne cycloaddition (CuAAC) using a cyclic peptide template as a versatile conjugation scaffold. This stable and rigid framework is a conformationally constrained cyclic beta-sheet decorated with
Ryan J Seelbach et al.
Macromolecular bioscience, 15(8), 1035-1044 (2015-05-07)
BMP-2 and TGF-β1 released from injectable thermoresponsive hydrogels are studied in the presence and absence of branched macromolecules bearing BMP-2 or TGF-β1 affinity binding peptides. The synthesized branched macromolecules and the gelling compositions before and after loading with either BMP-2
Alan K Jarmusch et al.
Journal of pharmaceutical and biomedical analysis, 117, 11-17 (2015-09-05)
Ergot alkaloids are mycotoxins with an array of biological effects. With this study, we investigated for the first time the application of atmospheric pressure photoionization (APPI) as an ionization method for LC-MS analysis of ergot alkaloids, and compared its performance
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