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12804

HBTU

Name: HBTU
Brand: ALDRICH

≥98.0% (T), for peptide synthesis

Synonym(s):

N,N,N′,N′-Tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate, O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₆F₆N₅OP

CAS Number:

94790-37-1

Molecular Weight:

379.24

NACRES:

NA.22

PubChem Substance ID:

57647025

UNSPSC Code:

12352107

EC Number:

423-020-5

MDL number:

MFCD00075445

Beilstein/REAXYS Number:

7328329

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Properties

Product Name

HBTU, ≥98.0% (T)

Quality Level

200

assay

≥98.0% (T)

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

200 °C (dec.) (lit.)

solubility

acetonitrile: 0.1 g/mL, clear

application(s)

peptide synthesis

functional group

amine

storage temp.

2-8°C

SMILES string

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

InChI

1S/C11H16N5O.F6P/c1-14(2)11(15(3)4)17-16-10-8-6-5-7-9(10)12-13-16;1-7(2,3,4,5)6/h5-8H,1-4H3;/q+1;-1

InChI key

UQYZFNUUOSSNKT-UHFFFAOYSA-N

Description

General description

HBTU is a peptide coupling agent used in Fmoc-based solid-phase peptide synthesis.

Application

HBTU is a peptide coupling agent for peptide synthesis. It has also been used in standard Fmoc-based solid-phase peptide synthesis (SPPS) protocol.

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 for peptide synthesis; advantages are: very low racemization, simple reaction conditions, very short reaction time, and high yields.

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pictograms

GHS07

signalword

Warning

hcodes

H317

pcodes

P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364

Hazard Classifications

Skin Sens. 1A

Storage Class

11 - Combustible Solids

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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Effective in vivo gene delivery with reduced toxicity, achieved by charge and fatty acid -modified cell penetrating peptide.

Kaido Kurrikoff et al.

Scientific reports, 7(1), 17056-17056 (2017-12-08)

Non-viral gene delivery systems have gained considerable attention as a promising alternative to viral delivery to treat diseases associated with aberrant gene expression. However, regardless of extensive research, only a little is known about the parameters that underline in vivo

Structural studies of reagents for peptide bond formation: Crystal and molecular structures of HBTU and HATU.

Abdelmoty I, et al.

Lett. Pept. Sci., 1(2), 57-67 (1994)

Dual inhibitors of the dengue and West Nile virus NS2B-NS3 proteases: Synthesis, biological evaluation and docking studies of novel peptide-hybrids.

Allan Bastos Lima et al.

Bioorganic & medicinal chemistry, 23(17), 5748-5755 (2015-08-04)

Dengue virus (DENV) and West Nile virus (WNV) are mosquito-borne arboviruses responsible for causing acute systemic diseases and severe health conditions in humans. The discovery of therapies capable to prevent infections or treat infected individuals remains an important challenge, since

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Global Trade Item Number

SKU	GTIN
195324-5G	04061833320488
12804-25G-F	04061838725325
12804-5G-F	04061838725332
12804-1G-F	04061838725318