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12806

Sigma-Aldrich

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

≥97.0% (N), for peptide synthesis

Sinónimos:

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

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About This Item

Fórmula lineal:
C11H16N5O · BF4
Número de CAS:
125700-67-6
Peso molecular:
321.08
Beilstein/REAXYS Number:
7066325
MDL number:
MFCD00077413
UNSPSC Code:
12352100
PubChem Substance ID:
329749883
NACRES:
NA.21

product name

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

Quality Level

200

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

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Categorías relacionadas

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
GHS02,GHS07

signalword

Danger

hcodes

H228,H317

Hazard Classifications

Flam. Sol. 1 - Skin Sens. 1A

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

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Certificados de análisis (COA)

Lot/Batch Number
STBL2606
STBK6007
WXBD7007V
STBK5204
WXBD6643V

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Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 196, 268-273 (2018-02-20)
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O-(BENZOTRIAZOL-1-YL)-N, N, N', N'-TETRAMETHYLURONIUM TETRAFLUOROBORATE (TBTU): A NEW REAGENT FOR THE CLEAVAGE OF TETRAHYDROPYRANYL, SILYL AND 4, 4'-D IMETHOXYTRITYL ETHERS.
Ramasamy KS and Averett D.
Synlett, 6, 709-712 (1999)
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
Antonio Magrì et al.
International journal of molecular sciences, 19(8) (2018-08-15)
The nerve growth factor (NGF) is a neurotrophin essential for the development and maintenance of neurons, whose activity is influenced by copper ions. The NGF protein exerts its action by binding to its specific receptor, TrkA. In this study, a
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