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Merck
CN

11373

HATU

≥98.0% (CHN), for peptide synthesis

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
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

HATU, ≥98.0% (CHN)

Quality Level

assay

≥98.0% (CHN)

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

183-185 °C (lit.), 183-188 °C (dec.)

application(s)

peptide synthesis

functional group

amine

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

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

Other Notes

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.


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pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1A

supp_hazards

Storage Class

4.1A - Other explosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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)
L. Carpino et al.
Journal of the Chemical Society. Chemical Communications, 201-201 (1994)
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



Global Trade Item Number

SKUGTIN
205796-10G04061838768162
205796-2G04061838768179
379816-1G04061831951530
11373-5G04061833354926
11373-1G04061838701411
11373-25G04061833416440