37347
O-(2-Oxo-1(2H)pyridyl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate
≥99.0% (HPLC)
Synonym(s):
O-(1,2-Dihydro-2-oxo-1-pyridyl)-N,N,N′-N′-tetramethyluronium tetrafluoroborate, TPTU
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About This Item
Empirical Formula (Hill Notation):
C10H16BF4N3O2
CAS Number:
Molecular Weight:
297.06
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Quality Level
assay
≥99.0% (HPLC)
reaction suitability
reaction type: Coupling Reactions
mp
140 °C (dec.) (lit.)
application(s)
peptide synthesis
functional group
amine
storage temp.
2-8°C
SMILES string
F[B-](F)(F)F.CN(C)C(\ON1C=CC=CC1=O)=[N+](/C)C
InChI
1S/C10H16N3O2.BF4/c1-11(2)10(12(3)4)15-13-8-6-5-7-9(13)14;2-1(3,4)5/h5-8H,1-4H3;/q+1;-1
InChI key
CZQGINAUZYECAI-UHFFFAOYSA-N
Application
Reagent for:
Amidation
Peptide Coupling
Esterification of nucleosides to solid phase supports for oligonucleoside synthesis
Amidation
Peptide Coupling
Esterification of nucleosides to solid phase supports for oligonucleoside synthesis
Other Notes
Coupling reagent for peptide synthesis, especially suited for segment condensation with little racemization
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - 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
Regulatory Information
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Tomohisa Sawada et al.
Journal of the American Chemical Society, 133(19), 7336-7339 (2011-04-28)
Artificial mimicry of α-helices offers a basis for development of protein-protein interaction antagonists. Here we report a new type of unnatural peptidic backbone, containing α-, β-, and γ-amino acid residues in an αγααβα repeat pattern, for this purpose. This unnatural
C M Huntley et al.
Nucleosides, nucleotides & nucleic acids, 20(4-7), 731-733 (2001-09-21)
The synthesis of 1-(beta-D-ribofuranosyl)pyridin-2-one-3-carboxylic acid and the 3-carboxamide as well as a short series of 3N-carboxamides, prepared by TPTU/HOBt coupling of primary amines with 1-(beta-D-ribofuranosyl)pyridin-2-one-3-carboxylic acid, and their evaluation as anti-infective agents is described.
R T Pon et al.
Bioconjugate chemistry, 10(6), 1051-1057 (1999-11-24)
Nucleosides can be esterified to solid-phase supports using uronium or phosphonium coupling reagents and a coupling additive, such as 1-hydroxybenzotriazole (HOBT), 7-aza-1-hydroxybenzotriazole (HOAT), N-methylimidazole (NMI), or 4-(dimethylamino)pyridine (DMAP). However, DMAP was far superior to other additives and high nucleoside loadings
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 37347-25G | 04061833416938 |
| 37347-5G | 04061833355350 |