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535303

Sigma-Aldrich

(7-Azabenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

96%, for peptide synthesis

Synonym(s):

(3-Hydroxy-3H-1,2,3-triazolo[4,5-b]pyridinato-O)tri-1-pyrrolidinyl-phosphorus hexafluorophosphate, PyAOP

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About This Item

Empirical Formula (Hill Notation):
C17H27F6N7OP2
CAS Number:
156311-83-0
Molecular Weight:
521.38
MDL number:
MFCD03703417
UNSPSC Code:
12352101
PubChem Substance ID:
329757954
NACRES:
NA.22

product name

(7-Azabenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate, 96%

Assay

96%

reaction suitability

reaction type: Coupling Reactions

mp

163-168 °C (lit.)

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

F[P-](F)(F)(F)(F)F.C1CCN(C1)[P+](On2nnc3cccnc23)(N4CCCC4)N5CCCC5

InChI

1S/C17H27N7OP.F6P/c1-2-11-21(10-1)26(22-12-3-4-13-22,23-14-5-6-15-23)25-24-17-16(19-20-24)8-7-9-18-17;1-7(2,3,4,5)6/h7-9H,1-6,10-15H2;/q+1;-1

InChI key

CBZAHNDHLWAZQC-UHFFFAOYSA-N

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Application

Reagent for synthesis of:
Cyclic RGC pentapeptides for functionalization through click chemistry
Fluorescent glucose bioprobes
ReactIR™ flow cell

Reagent for:
Disulfide bond engineering
Heteroaryl ether synthesis
Optimization of conformational constraint on non-phosphorylated cyclic peptide antagonists of the Grb2-SH2 domain

Legal Information

Sold under agreement with PE Biosystems
ReactIR is a trademark of Mettler-Toledo, Inc.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Yike Wu et al.
Analytical and bioanalytical chemistry, 409(16), 4027-4036 (2017-04-19)
A rapid and sensitive N-glycan profiling strategy for MALDI-MS incorporating the use of deglycosylation with microwave assistance and the co-derivatization of glycosylamine labeling with tris(2,4,6-trimethoxyphenyl)phosphonium acetic acid N-hydroxysuccinimide ester (TMPP-Ac-OSu) and methylamidation has been developed in this work. Notably, highly
Zhaoguan Wu et al.
Scientific reports, 7, 46206-46206 (2017-04-08)
O-Acetylation of sialic acid in protein N-glycans is an important modification and can occur at either 4-, 7-, 8- or 9-position in various combinations. This modification is usually labile under alkaline reaction conditions. Consequently, a permethylation-based analytical method, which has
Ye Peng et al.
Analytica chimica acta, 1050, 80-87 (2019-01-22)
N-glycome profile of serum has been considered as potential source of biomarker discovery for decades. However, the time-consuming sample preparation and difficulties in N-glycan enrichment limit N-glycome exploration and further applications. Here, a strategy for rapid N-glycome profiling of complex
Tarshona Stevens et al.
International journal of medicinal chemistry, 2012, 730239-730239 (2012-01-01)
The purpose of this study is to understand the interactions of some antibacterial cationic amphipathic cyclooctapeptides with calcium(II) and their secondary structural preferences. The thermodynamic parameters associated with calcium(II) interactions, between the antibacterial active cyclooctapeptides (COP 1-6) and those that
Chang Wang et al.
Analytica chimica acta, 1002, 50-61 (2018-01-08)
Quantitative analysis of glycans is an emerging field in glycomic research. Herein we present a rapid and effective dual-labeling strategy, in the combination of isotopic derivatization of N-glycosylamine-based glycans by d0/d5-benzoyl chloride and methylamidation of sialic acids, to relatively quantify
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