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88185

Sigma-Aldrich

Tetrazole solution

suitable for DNA synthesis, filtered through a 1 μm filter, ~0.45 M in acetonitrile

Sinónimos:

1H-Tetrazole

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About This Item

Fórmula empírica (notación de Hill):
CH2N4
Número de CAS:
288-94-8
Peso molecular:
70.05
Beilstein/REAXYS Number:
105799
MDL number:
MFCD00005247
UNSPSC Code:
12352100
PubChem Substance ID:
57653295
NACRES:
NA.21

form

liquid

Quality Level

300

quality

filtered through a 1 μm filter

concentration

~0.45 M in acetonitrile

technique(s)

DNA synthesis: suitable

impurities

≤0.003% water

bp

84 °C (lit.)

mp

156-158 °C (lit.)

density

0.798 g/mL at 20 °C

SMILES string

c1nnn[nH]1

InChI

1S/CH2N4/c1-2-4-5-3-1/h1H,(H,2,3,4,5)

InChI key

KJUGUADJHNHALS-UHFFFAOYSA-N

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General description

The product is ~0.45M solution of tetrazole in acetonitrile. Tetrazole ring plays significant role in various synthetic and industrial processes.

Application

Tetrazole solution is useful for DNA synthesis. It may be employed as a catalyst for the in situ synthesis of deoxyribonucleoside phosphoramidites. It may be used in the preparation of following anionic nucleotide-lipids:
  • thymidine 3′-(1,2-dilauroyl-sn-glycero-3-phosphate) , diC12-3′-dT
  • thymidine 3′-(1,2-dimyristoyl-sn-glycero-3-phosphate) diC14- 3′-dT
  • thymidine-3′-(1,2-dipalmitoyl-sn-glycero-3-phosphate) diC16- 3′-dT

Caution

Saturated solution at room temperature; storage below room temperature causes precipitation.

Other Notes

Catalyst used in the phosphite triester method of oligonucleotide synthesis for the coupling of (dialkylamino)phosphines

related product

Referencia del producto
Descripción
Precios

ALD00604

(+)-PSI Reagent, 95%

ALD00602

(–)-PSI Reagent, 95%

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

41.0 °F - closed cup

flash_point_c

5 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Azidoazomethine-tetrazole isomerism in solution: A thermochemical study.
Cubero E, et al.
The Journal of Organic Chemistry, 63(7), 2354-2356 (1998)
A D Barone et al.
Nucleic acids research, 12(10), 4051-4061 (1984-05-25)
Deoxynucleoside phosphoramidites can be prepared in good yield from deoxynucleosides, bis- dialkylaminophosphines , and the corresponding dialkylamine hydrotetrazolide or tetrazole as catalysts. These phosphoramidites generated in situ lead to the direct synthesis of deoxyoligonucleotides on polymer supports.
Salim Khiati et al.
Bioconjugate chemistry, 20(9), 1765-1772 (2009-08-29)
A family of new anionic nucleotide based lipids featuring thymidine-3'-monophosphate as nucleotide and 1,2-diacyl-sn-glycerol as lipid moiety for in vitro delivery of nucleic acids is described. The nucleotide lipids were prepared in three steps starting from 1,2-diacyl-sn-glycerols and 2'-deoxythymidine-3'-phosphoramidite. Gel
Mohamad Sabbah et al.
Bioorganic & medicinal chemistry, 20(15), 4727-4736 (2012-07-04)
New analogues of N-acyl-homoserine-lactone (AHL), in which the amide was replaced by a triazole or tetrazole ring, were prepared and tested for their activity as LuxR-dependent QS modulators. Several compounds showed a level of antagonistic or agonistic activity, notably some
Zhipeng Yu et al.
Journal of the American Chemical Society, 133(31), 11912-11915 (2011-07-09)
Photoactivatable fluorescent probes are invaluable tools for the study of biological processes with high resolution in space and time. Numerous strategies have been developed in generating photoactivatable fluorescent probes, most of which rely on the photo-"uncaging" and photoisomerization reactions. To
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