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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)

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)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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
Hiroshi Wada et al.
PloS one, 13(7), e0199249-e0199249 (2018-07-04)
Recently, many autologous tumor antigens have been examined for their potential use in cancer immunotherapy. However, the success of cancer vaccines in clinical trials has been limited, partly because of the limitations of using single, short peptides in most attempts.
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)
Mark Lommel et al.
Scientific reports, 8(1), 11753-11753 (2018-08-08)
Thrombospondins (TSPs) are multidomain glycoproteins with complex matricellular functions in tissue homeostasis and remodeling. We describe a novel role of TSP as a Wnt signaling target in the basal eumetazoan Hydra. Proteome analysis identified Hydra magnipapillata TSP (HmTSP) as a
Héloise Boullet et al.
Molecules (Basel, Switzerland), 24(9) (2019-05-06)
Antimicrobial peptides (AMPs) are considered as potential therapeutic sources of future antibiotics because of their broad-spectrum activities and alternative mechanisms of action compared to conventional antibiotics. Although AMPs present considerable advantages over conventional antibiotics, their clinical and commercial development still
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