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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

functional group

amine

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

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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
W. Chiou, et al.,
Heterocycles, 65, 1215-1220 (2005)
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
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
Brissi Zagadou et al.
Hearing research, 342, 23-38 (2016-03-13)
The current impulse noise criteria for the protection against impulse noise injury do not incorporate an objective measure of hearing protection. A new biomechanically-based model has been developed based on improvement of the Auditory Hazard Assessment Algorithm for the Human

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