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12804

Sigma-Aldrich

HBTU

≥98.0% (T), for peptide synthesis

Sinônimo(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

Fórmula empírica (Notação de Hill):
C11H16F6N5OP
Número CAS:
94790-37-1
Peso molecular:
379.24
Beilstein:
7328329
Número CE:
423-020-5
Número MDL:
MFCD00075445
Código UNSPSC:
12352107
ID de substância PubChem:
57647025
NACRES:
NA.22

product name

HBTU, ≥98.0% (T)

Nível de qualidade

200

Ensaio

≥98.0% (T)

forma

solid

adequação da reação

reaction type: Coupling Reactions

pf

200 °C (dec.) (lit.)

solubilidade

acetonitrile: 0.1 g/mL, clear

aplicação(ões)

peptide synthesis

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

UQYZFNUUOSSNKT-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H317

Classificações de perigo

Skin Sens. 1A

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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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)
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
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
The uronium/guanidinium peptide coupling reagents: finally the true uronium salts.
Carpino LA, et al.
Angewandte Chemie (International Edition in English), 41(3), 441-445 (2002)
L P Miranda et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(4), 1181-1186 (1999-02-17)
The chemical synthesis of peptides and small proteins is a powerful complementary strategy to recombinant protein overexpression and is widely used in structural biology, immunology, protein engineering, and biomedical research. Despite considerable improvements in the fidelity of peptide chain assembly
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