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Key Documents

12804

Sigma-Aldrich

HBTU

≥98.0% (T), for peptide synthesis

Synonyme(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

Formule empirique (notation de Hill):
C11H16F6N5OP
Numéro CAS:
Poids moléculaire :
379.24
Numéro Beilstein :
7328329
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352107
ID de substance PubChem :
Nomenclature NACRES :
NA.22

product name

HBTU, ≥98.0% (T)

Pureté

≥98.0% (T)

Forme

solid

Capacité de réaction

reaction type: Coupling Reactions

Pf

200 °C (dec.) (lit.)

Solubilité

acetonitrile: 0.1 g/mL, clear

Application(s)

peptide synthesis

Température de stockage

2-8°C

Chaîne 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

Clé InChI

UQYZFNUUOSSNKT-UHFFFAOYSA-N

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Description générale

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.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Skin Sens. 1A

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
Pritha Agarwalla et al.
Molecular therapy oncolytics, 3, 16020-16020 (2016-08-25)
Recent study has shown that N-end rule pathway, an ubiquitin dependent proteolytic system, counteracts cell death by degrading many antisurvival protein fragments like BCLxL, BRCA1, RIPK1, etc. Inhibition of the N-end rule pathway can lead to metabolic stabilization of proapoptotic
Small molecule approach to studying protein tyrosine phosphatase.
Kumar S, et al.
Methods, 35(1), 9-21 (2005)
One-step 18 F-labeling of peptides for positron emission tomography imaging using the SiFA methodology.
Wangler C, et al.
Nature Protocols, 7(11), 1946-1946 (2012)

Articles

The special need of SPPS for rapid and highly efficient coupling reagents led to the development of several new reagents starting from BOP (Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate).

COMU is a non-explosive coupling agent suitable for solution phase & solid phase peptide synthesis. Its activity meets or exceeds that of HATU and its water-soluble by-product are easily removed.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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