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226084

Sigma-Aldrich

(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate

97%, for peptide synthesis

Synonym(s):

BOP, BOP Reagent, Castros reagent

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About This Item

Empirical Formula (Hill Notation):
C12H22F6N6OP2
CAS Number:
Molecular Weight:
442.28
Beilstein:
4287025
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22

product name

(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 97%

Assay

97%

form

powder

reaction suitability

reaction type: Coupling Reactions

mp

>130 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

F[P-](F)(F)(F)(F)F.CN(C)[P+](On1nnc2ccccc12)(N(C)C)N(C)C

InChI

1S/C12H22N6OP.F6P/c1-15(2)20(16(3)4,17(5)6)19-18-12-10-8-7-9-11(12)13-14-18;1-7(2,3,4,5)6/h7-10H,1-6H3;/q+1;-1

InChI key

MGEVGECQZUIPSV-UHFFFAOYSA-N

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Application

Reagent for:
Peptide coupling
Synthesis of esters
Esterification of carboxylic acids
Plasmid CAN-encapsulating liposomes
Synthesis of magnolamide for antioxidative activity

Catalyst for preparation of 9-acridinecaroboxamide derivative

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

4.1A - Other explosive hazardous materials

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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Zohaib Akram et al.
Journal of periodontology, 91(3), 396-402 (2019-08-08)
It is hypothesized that levels of advanced glycation end products (AGEs) are higher in the gingival crevicular fluid (GCF) of chronic periodontitis (CP) patients with type-2 diabetes mellitus (type-2 DM) than controls (systemically healthy individuals without CP. The aim was
W. Chiou, et al.,
Heterocycles, 65, 1215-1220 (2005)
Ronaldo Lira-Junior et al.
Frontiers in immunology, 11, 86-86 (2020-02-23)
S100A12 is a calcium-binding protein of the S100 subfamily of myeloid-related proteins that acts as an alarmin to induce a pro-inflammatory innate immune response. It has been linked to several chronic inflammatory diseases, however its role in the common oral
Yosuke Obata et al.
Biochimica et biophysica acta, 1788(5), 1148-1158 (2009-03-03)
We have synthesized a series of cationic amino acid-based lipids having a spacer between the cationic head group and hydrophobic moieties and examined the influence of the spacer on a liposome gene delivery system. As a comparable spacer, a hydrophobic
Usmah Kawoos et al.
PloS one, 11(12), e0167510-e0167510 (2016-12-03)
Exposure to blast overpressure (BOP) activates a cascade of pathological processes including changes in intracranial pressure (ICP) and blood-brain barrier (BBB) permeability resulting in traumatic brain injury (TBI). In this study the effect of single and multiple exposures at two

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