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Merck
CN

04936

O-(6-Chlorobenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate

≥98.0% (HPLC)

Synonym(s):

1-[Bis(dimethylamino)methylen]-5-chlorobenzotriazolium 3-oxide hexafluorophosphate, N,N,N′,N′-Tetramethyl-O-(6-chloro-1H-benzotriazol-1-yl)uronium hexafluorophosphate, HCTU

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About This Item

Empirical Formula (Hill Notation):
C11H15ClF6N5OP
CAS Number:
330645-87-9
Molecular Weight:
413.69
NACRES:
NA.22
PubChem Substance ID:
329747994
UNSPSC Code:
12352101
MDL number:
MFCD04973268

Key Documents

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InChI

1S/C11H15ClN5O.F6P/c1-15(2)11(16(3)4)18-17-10-7-8(12)5-6-9(10)13-14-17;1-7(2,3,4,5)6/h5-7H,1-4H3;/q+1;-1

SMILES string

ClC1=CC=C(N([C+](N(C)C)N(C)C)N=[N+]2[O-])C2=C1.F[P-](F)(F)(F)(F)F

InChI key

ZHHGTMQHUWDEJF-UHFFFAOYSA-N

assay

≥98.0% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

impurities

≤0.5% water

mp

185-190 °C

application(s)

peptide synthesis

functional group

amine, chloro

Quality Level

200

Related Categories

Application

Reagent for:
Synthesis of near-infrared pH activatable fluorescent probes
Synthesis of human β-amyloid by Fmoc chemistry
Stereoselective Horner-Wadsworth-Emmons olefination
Covalent ligation of fluorescent peptides to quantum dots
Alkylation of human telomere sequence

Other Notes

Tandem Oligonucleotide Synthesis on Solid-Phase Supports for the Production of Multiple Oligonucleotides

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1A

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK6682
BCCD7640
BCBZ3421
BCBT4008
BCBR0407V

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Hyeran Lee et al.
Bioconjugate chemistry, 22(4), 777-784 (2011-03-11)
Highly tumor selective near-infrared (NIR) pH-activatable probe was developed by conjugating pH-sensitive cyanine dye to a cyclic arginine-glycine-aspartic acid (cRGD) peptide targeting α(v)β(3) integrin (ABIR), a protein that is highly overexpressed in endothelial cells during tumor angiogenesis. The NIR pH-sensitive
Fast conventional synthesis of human beta-amyloid (1-42) on the Symphony and Prelude.
German Fuentes et al.
Advances in experimental medicine and biology, 611, 173-174 (2009-04-30)
Gengo Kashiwazaki et al.
Bioorganic & medicinal chemistry, 18(8), 2887-2893 (2010-03-31)
We designed and synthesized human telomere alkylating N-methylpyrrole-N-methylimidazole (PI) polyamide conjugates (1-6). The C-type conjugates 1-3 possessed a chlorambucil moiety at the C terminus, whereas the N-type conjugates 4-6 had one of these moieties at the N terminus. The DNA
Richard T Pon et al.
The Journal of organic chemistry, 67(3), 856-864 (2002-02-22)
More than one oligonucleotide can be synthesized at a time by linking multiple oligonucleotides end-to-end in a tandem manner on the surface of a solid-phase support. The 5'-terminal hydroxyl position of one oligonucleotide serves as the starting point for the
Wouter A van der Linden et al.
Organic & biomolecular chemistry, 8(8), 1885-1893 (2010-05-08)
The synthesis and biological evaluation of ten Michael acceptors containing potential proteasome inhibitors are described. Cellular targets of azide containing inhibitors and were assessed in HEK293T and RAW264.7 cells by a two step labeling strategy, followed by biotin-pulldown, affinity purification
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