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377848

Sigma-Aldrich

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

98%, for peptide synthesis

Synonym(s):

PyBOP®

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1 G
$32.20
5 G
$111.32

About This Item

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

$32.20

List Price$35.00Save 8%
Web-Only Promotion

Available to ship onMay 01, 2025Details

Request a Bulk Order

Product Name

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

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

Analogue of the BOP coupling reagent which does not form carcinogenic HMPA as by-product.
Reagent for:
Synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization[1]
Generation of endocrine disruptor chemical binders[2]
Cycloaddition to template-assembled multivalent peptide conjugates[3]

Legal Information

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

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD0354V
BCCJ3244
BCCG7690
BCCD8765
WXBD2213V

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S. Figaroli, et al.,
Tetrahedron, 66, 6912-6918 (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
L. Bethge, et al.,
Organic & Biomolecular Chemistry, 8, 2437-2448 (2010)
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
Stephan Schmidt et al.
Beilstein journal of organic chemistry, 11, 720-729 (2015-07-01)
Many biological functions at cell level are mediated by the glycocalyx, a dense carbohydrate-presenting layer. In this layer specific interactions between carbohydrate ligands and protein receptors are formed to control cell-cell recognition, cell adhesion and related processes. The aim of
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