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445460

Sigma-Aldrich

HATU

97%

Synonym(s):

1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate, N-[(Dimethylamino)-1H-1,2,3-triazolo-[4,5-b]pyridin-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide

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About This Item

Empirical Formula (Hill Notation):
C10H15F6N6OP
CAS Number:
Molecular Weight:
380.23
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

183-185 °C (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

F[P-](F)(F)(F)(F)F.CN(C)[C+](N(C)C)n1n[n+]([O-])c2ncccc12

InChI

1S/C10H15N6O.F6P/c1-13(2)10(14(3)4)15-8-6-5-7-11-9(8)16(17)12-15;1-7(2,3,4,5)6/h5-7H,1-4H3;/q+1;-1

InChI key

FKBFHOSFPRWJNV-UHFFFAOYSA-N

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Application

Reagent for:
Synthesis of Aurora A kinase inhibitors
HPLC assay to determine D- and L- acid enantiomers in human plasma
Amide bond formation reactions

Catalyst for:
Selective acylation
Selecocyclization-oxidation deselenation sequence
Peptide coupling reagent.
Preparation of N-arylsulfonamide-linked peptides by solid-phase synthesis.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1A

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)

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Pept., Proceedings of the European Peptide Symposium., ed. U. Ragnarrson, 27, 272-273 (2002)
Yi He et al.
Organic letters, 8(12), 2483-2485 (2006-06-02)
N-Acylsulfonamide safety-catch linkers are versatile tools in solid-phase organic synthesis because of their stability. This stability necessitates linker activation prior to compound cleavage. Here, we demonstrate that the N-acylsulfonamide group can react with a pi-allyl palladium complex and that these
J. Prakt. Chem./Chem.-Ztg., 340, 581-583 (1998)
Lett. Pept. Sci., 9, 119-123 (2003)
Mazen Jamous et al.
Nuclear medicine and biology, 41(6), 464-470 (2014-05-02)
The gastrin-releasing peptide receptor (GRPR) was shown to be expressed with high density on several types of cancers. Radiolabeled peptides for imaging and targeted radionuclide therapy have been developed. In this study, we evaluated the potential of statine-based bombesin antagonists

Articles

Uronium and Guanidinium Salts

COMU is a non-explosive coupling agent suitable for solution phase & solid phase peptide synthesis. Its activity meets or exceeds that of HATU and its water-soluble by-product are easily removed.

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