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Sigma-Aldrich

Tetrazole solution

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

Sinonimo/i:

1H-Tetrazole

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About This Item

Formula empirica (notazione di Hill):
CH2N4
Numero CAS:
288-94-8
Peso molecolare:
70.05
Beilstein:
105799
Numero MDL:
MFCD00005247
Codice UNSPSC:
12352100
ID PubChem:
57653295
NACRES:
NA.21

Forma fisica

liquid

Livello qualitativo

300

Qualità

filtered through a 1 μm filter

Concentrazione

~0.45 M in acetonitrile

tecniche

DNA synthesis: suitable

Impurezze

≤0.003% water

P. eboll.

84 °C (lit.)

Punto di fusione

156-158 °C (lit.)

Densità

0.798 g/mL at 20 °C

Stringa SMILE

c1nnn[nH]1

InChI

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

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Categorie correlate

Descrizione generale

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

Applicazioni

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

Avvertenza

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

Altre note

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

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Pittogrammi

FlameExclamation mark
GHS02,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H225,H302 + H312 + H332,H319

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

41.0 °F - closed cup

Punto d’infiammabilità (°C)

5 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (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
J Nielsen et al.
Nucleic acids research, 14(18), 7391-7403 (1986-09-25)
Deoxyribonucleoside phosphoramidites are prepared in situ from 5'-O,N-protected deoxyribonucleosides and 2-cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite with tetrazole as catalyst, and the solutions applied directly on an automatic solid-phase DNA synthesizer. Using LCAA-CPG support and a cycle time of 12.5 min, oligonucleotides of 16-25
Adina Morozan et al.
ChemSusChem, 5(4), 647-651 (2012-03-06)
High-performance oxygen reduction reaction (ORR) catalysts based on metal-free nitrogen-containing precursors and carbon nanotubes are reported. The investigated systems allow the evaluation of the effect of nitrogen-containing groups towards ORR and the results show that the catalysts are compatible with
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