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445460

Sigma-Aldrich

HATU

97%, 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:
148893-10-1
Molecular Weight:
380.23
MDL number:
MFCD27957364
UNSPSC Code:
12352302
PubChem Substance ID:
24868183
NACRES:
NA.22

product name

HATU, 97%

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
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1A

supp_hazards

EUH044

Storage Class

4.1A - Other explosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J. Prakt. Chem./Chem.-Ztg., 340, 581-583 (1998)
Lett. Pept. Sci., 9, 119-123 (2003)
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
Pept., Proceedings of the European Peptide Symposium., ed. U. Ragnarrson, 27, 272-273 (2002)
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
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