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Sigma-Aldrich

Tetrazol -Lösung

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

Synonym(e):

1H-Tetrazole

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About This Item

Empirische Formel (Hill-System):
CH2N4
CAS-Nummer:
288-94-8
Molekulargewicht:
70.05
Beilstein:
105799
MDL-Nummer:
MFCD00005247
UNSPSC-Code:
12352100
PubChem Substanz-ID:
57653295
NACRES:
NA.21

Form

liquid

Qualitätsniveau

300

Qualität

filtered through a 1 μm filter

Konzentration

~0.45 M in acetonitrile

Methode(n)

DNA synthesis: suitable

Verunreinigungen

≤0.003% water

bp

84 °C (lit.)

mp (Schmelzpunkt)

156-158 °C (lit.)

Dichte

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)

InChIKey

KJUGUADJHNHALS-UHFFFAOYSA-N

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Allgemeine Beschreibung

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

Anwendung

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

Vorsicht

Bei Raumtemperatur gesättigte Lösung. Beim Lagern unterhalb Raumtemperatur kann ein Niederschlag auftreten.

Sonstige Hinweise

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

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Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

41.0 °F - closed cup

Flammpunkt (°C)

5 °C - closed cup

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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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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