DEPBT

CAS# 165534-43-0

DEPBT

Catalog No. BCC2811----Order now to get a substantial discount!

Product Name & Size Price Stock
DEPBT: 5mg $6 In Stock
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Chemical structure

DEPBT

3D structure

Chemical Properties of DEPBT

Cas No. 165534-43-0 SDF Download SDF
PubChem ID 4293995 Appearance Powder
Formula C11H14N3O5P M.Wt 299.2
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in water or 1% acetic acid
Chemical Name diethyl (4-oxo-1,2,3-benzotriazin-3-yl) phosphate
SMILES CCOP(=O)(OCC)ON1C(=O)C2=CC=CC=C2N=N1
Standard InChIKey AJDPNPAGZMZOMN-UHFFFAOYSA-N
Standard InChI InChI=1S/C11H14N3O5P/c1-3-17-20(16,18-4-2)19-14-11(15)9-7-5-6-8-10(9)12-13-14/h5-8H,3-4H2,1-2H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

DEPBT Dilution Calculator

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DEPBT Molarity Calculator

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Preparing Stock Solutions of DEPBT

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3422 mL 16.7112 mL 33.4225 mL 66.8449 mL 83.5561 mL
5 mM 0.6684 mL 3.3422 mL 6.6845 mL 13.369 mL 16.7112 mL
10 mM 0.3342 mL 1.6711 mL 3.3422 mL 6.6845 mL 8.3556 mL
50 mM 0.0668 mL 0.3342 mL 0.6684 mL 1.3369 mL 1.6711 mL
100 mM 0.0334 mL 0.1671 mL 0.3342 mL 0.6684 mL 0.8356 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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DEPBT

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References on DEPBT

DEPBT as an efficient coupling reagent for amide bond formation with remarkable resistance to racemization.[Pubmed:15627282]

Biopolymers. 2005;80(2-3):172-8.

3-(Diethoxyphosphoryloxy)-1, 2, 3-benzotriazin-4(3H)-one (DEPBT) is an effective coupling reagent for synthesis of linear and cyclic peptides by both solution and solid-phase peptide synthesis. DEPBT mediates amide bond formation with remarkable resistance to racemization. When DEPBT is used as a coupling reagent, it is not necessary to protect the hydroxy group of the amino component (such as tyrosine, serine, and threonine) and the imidazole group in the case of histidine. The high efficiency of DEPBT and its utility have been demonstrated in the syntheses of complex natural products such as ramoplanin A2, ramoplanose aglycon, ustiloxin, and teicoplanin aglycon.

3-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one (DEPBT): a new coupling reagent with remarkable resistance to racemization.[Pubmed:10822541]

Org Lett. 1999 Jul 15;1(1):91-3.

[formula: see text] The new crystalline phosphate reagent 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one (DEPBT) mediates amide bond formation with a remarkable resistance to racemization. Comparative racemization studies were carried out and DEPBT proved to be superior to typical phosphonium and uronium coupling reagents. DEPBT is easily prepared and is exceedingly stable with a shelf life of months at room temperature. The advantageous properties of DEPBT render it a useful and unique addition to the arsenal of coupling reagents.

Synthesis of cyclopentapeptides and cycloheptapeptides by DEPBT and the influence of some factors on cyclization.[Pubmed:12102722]

J Pept Res. 2002 Aug;60(2):95-103.

Three cyclic peptides - cyclo(GlyAlaTyrLeuAla), cyclo(GlyProTyrLeuAla) and cyclo(GlyTyrGlyGlyProPhePro) - isolated and identified from medicinal herbs were chosen as model cyclic peptides to study the influence of the linear precursors and coupling reagents on cyclization. The 17 linear precursors of these three cyclic peptides were synthesized and cyclized using 3-(diethoxyphosphoryloxy)-(1-3)-benzotriazin-4 (3H)-one (DEPBT) as the major coupling reagent. The present work shows that: (i) the effects of linear peptide precursors on the cyclization are complex but some guidelines for choosing suitable precursor for cyclization could be considered; and (ii) DEPBT results in a higher cyclization yield compared with other coupling reagents. In addition, it was confirmed that peptides containing alternating D and L residues favor cyclization.

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