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Merck
CN

12806

O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

≥97.0% (N), solid, for peptide synthesis

Synonym(s):

N,N,N′,N′-Tetramethyl-O-(benzotriazol-1-yl)uronium tetrafluoroborate, TBTU

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About This Item

Linear Formula:
C11H16N5O · BF4
CAS Number:
Molecular Weight:
321.08
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
7066325
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Product Name

O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate, ≥97.0% (N)

Quality Level

assay

≥97.0% (N)

form

solid

mp

205 °C (dec.) (lit.)

solubility

acetonitrile: 0.1 g/mL, clear, colorless

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

F[B-](F)(F)F.CN(C)\C(On1nnc2ccccc12)=[N+](/C)C

InChI

1S/C11H16N5O.BF4/c1-14(2)11(15(3)4)17-16-10-8-6-5-7-9(10)12-13-16;2-1(3,4)5/h5-8H,1-4H3;/q+1;-1

InChI key

JKEKMBGUVUKMQB-UHFFFAOYSA-N

Application

Coupling reagent which is ideally suited for solid-phase peptide synthesis.

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; Coupling reagent which is ideally suited for solid-phase peptide synthesis.


pictograms

FlameExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Flam. Sol. 1 - Skin Sens. 1A

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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Samer Al-Gharabli et al.
Materials (Basel, Switzerland), 11(5) (2018-05-08)
Advanced ceramic materials with a well-defined nano-architecture of their surfaces were formed by applying a two-step procedure. Firstly, a primary amine was docked on the ordered nanotubular ceramic surface via a silanization process. Subsequently, single-wall carbon nanotubes (SWCNTs) were covalently
S. Zimmer et al. et al.
Proc. 22nd Eur. Pept. Symp.: Peptides 1992 null
Parvin Zakeri-Milani et al.
EXCLI journal, 16, 650-662 (2017-07-12)
Gemcitabine (Gem) is used as a single agent or in combination with other anticancer agents to treat many types of solid tumors. However, it has many limitations such as a short plasma half-life, dose-limiting toxicities and drug resistance. Cell-penetrating peptides



Global Trade Item Number

SKUGTIN
12806-250G-F04061832747422
12806-100G-F04061832747415
12806-1KG-F04061826189917
12806-25G-F04061838725363
12806-5G-F04061838725370