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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:
56602-33-6
Molecular Weight:
442.28
Beilstein:
4287025
EC Number:
260-279-1
MDL number:
MFCD00011948
UNSPSC Code:
12352107
PubChem Substance ID:
24853542
NACRES:
NA.22
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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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Related Categories

Application

Reagent for:
Peptide coupling[1]
Synthesis of esters[2]
Esterification of carboxylic acids[3][4]
Plasmid CAN-encapsulating liposomes[5]
Synthesis of magnolamide for antioxidative activity[6]

Catalyst for preparation of 9-acridinecaroboxamide derivative[7]

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H228,H315,H335

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

EUH044

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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Certificates of Analysis (COA)

Lot/Batch Number
STBK8081
BCBW1646
BCBT3674
1383543V
1383543

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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
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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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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