Page last updated: 2024-12-09

2-(1h-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate

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Description

2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, more commonly known by its acronym **HBTU**, is a powerful coupling reagent used in organic chemistry, particularly in peptide synthesis.

Here's why it's important for research:

**1. Peptide Synthesis:**
* HBTU facilitates the formation of peptide bonds between amino acids. It activates the carboxyl group of one amino acid, making it more reactive towards the amino group of another amino acid. This process is crucial for synthesizing peptides, which are important for studying protein function, developing new drugs, and exploring biological pathways.
* HBTU's efficiency and effectiveness make it a popular choice for solid-phase peptide synthesis, a widely used method for creating complex peptides.

**2. Other Applications:**
* HBTU is also used in the synthesis of amides, esters, and other functional groups. It can be employed in various organic reactions where activation of a carboxylic acid group is required.
* It's used in the development of new materials, pharmaceuticals, and agrochemicals.

**Key Features of HBTU:**

* **High Reactivity:** HBTU is highly reactive, promoting efficient coupling reactions.
* **Soluble in Organic Solvents:** It is soluble in common organic solvents used in peptide synthesis, making it easy to handle and incorporate into reaction mixtures.
* **Stable at Room Temperature:** HBTU can be stored at room temperature, offering convenience for researchers.

**Importance in Research:**

* **Drug Discovery:** HBTU is crucial for synthesizing peptides and other molecules that act as potential drugs.
* **Biochemistry and Molecular Biology:** It enables researchers to study protein structure and function by synthesizing peptides and investigating their interactions with other molecules.
* **Materials Science:** HBTU's applications extend to synthesizing novel materials with specific properties.

**Safety Considerations:**

HBTU is a strong reagent and should be handled with appropriate safety measures, including:

* **Personal Protective Equipment (PPE):** Wear gloves, lab coat, and safety glasses when handling HBTU.
* **Ventilation:** Ensure proper ventilation in the lab to avoid inhaling the reagent.
* **Storage:** Store in a cool, dry place away from moisture and incompatible materials.

In summary, HBTU is a valuable tool for organic chemists and researchers in various fields. Its ability to efficiently couple molecules, particularly amino acids, makes it indispensable for peptide synthesis and the advancement of numerous research areas.

2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate: activator for peptide synthesis [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID51341376
SCHEMBL ID2598627
SCHEMBL ID20996136
MeSH IDM0201641

Synonyms (18)

Synonym
x5i03tzq8d ,
2-hbtu
unii-x5i03tzq8d
methanaminium, n-((1h-benzotriazol-1-yloxy)(dimethylamino)methylene)-n-methyl-, hexafluorophosphate(1-)
2-(1h-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate
1-[bis(dimethylamino)methylene)-1h-benzotriazolium 3-oxide hexafluorophosphate
bis(dimethylamino)(3-oxido-1h-benzotriazol-1-yl)methylium hexafluorophosphate
1-[bis(dimethylamino)methylene]-1h-benzotriazolium 3-oxide hexafluorophosphate
1-[bis(dimethylamino)methylene]-1h-benzotriazolium-3-oxide hexafluorophosphate
BSKUEERROYGAFF-UHFFFAOYSA-N
hbtu [mi]
1h-benzotriazolium, 1-(bis(dimethylamino)methylene)-, hexafluorophosphate(1-), 3-oxide
n-hbtu
SCHEMBL2598627
SCHEMBL20996136
AKOS030214175
1-((dimethylamino)(dimethyliminio)methyl)-1h-benzo[d][1,2,3]triazole 3-oxide hexafluorophosphate
1-(bis(dimethylamino)methylene)-1h-benzo[d][1,2,3]triazole-1-ium 3-oxide hexafluorophosphate(v)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (18.18)18.2507
2000's7 (63.64)29.6817
2010's2 (18.18)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies5 (41.67%)4.05%
Observational0 (0.00%)0.25%
Other7 (58.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]