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11373

Sigma-Aldrich

HATU

≥98.0% (CHN)

Sinónimos:
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
Empirical Formula (Hill Notation):
C10H15F6N6OP
Número de CAS:
Peso molecular:
380.23
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

100

ensayo

≥98.0% (CHN)

reaction suitability

reaction type: Coupling Reactions

mp

183-185 °C (lit.)
183-188 °C (dec.)

application(s)

peptide synthesis

temp. de almacenamiento

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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Aplicación

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

Otras notas

Recent studies show that crystal as well as solution structure of this coupling agent is a guanidinium N-oxide and not an uronium compound; Advantageous coupling reagent for solid-phase peptide synthesis.

pictogramas

Health hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Resp. Sens. 1 - Skin Sens. 1

Código de clase de almacenamiento

4.1A - Other explosive hazardous materials

WGK

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

Certificado de Análisis

Certificado de origen

L. Carpino et al.
Journal of the Chemical Society. Chemical Communications, 201-201 (1994)
The uronium/guanidinium Peptide coupling reagents: finally the true uronium salts.
Louis A Carpino et al.
Angewandte Chemie (International ed. in English), 41(3), 441-445 (2002-12-20)
Qingxin Chen et al.
Journal of virology, 94(19) (2020-07-17)
Adeno-associated virus (AAV) has proven to be a promising candidate for gene therapy due to its nonpathogenic nature, ease of production, and broad tissue tropism. However, its transduction capabilities are not optimal due to the interaction with various host factors
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
Anna K Lee et al.
Molecular cell, 79(4), 645-659 (2020-07-22)
Stress granules (SGs) are membrane-less ribonucleoprotein condensates that form in response to various stress stimuli via phase separation. SGs act as a protective mechanism to cope with acute stress, but persistent SGs have cytotoxic effects that are associated with several

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