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88185

Sigma-Aldrich

Tetrazole solution

Tetrazole solution

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

Synonyme(s) :

1H-Tetrazole

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About This Item

Formule empirique (notation de Hill) :
CH2N4
Numéro CAS:
288-94-8
Poids moléculaire :
70.05
Beilstein:
105799
Numéro MDL:
MFCD00005247
Code UNSPSC :
12352100
ID de substance PubChem :
57653295
Nomenclature NACRES :
NA.21
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Forme

liquid

Niveau de qualité

300

Qualité

filtered through a 1 μm filter

Concentration

~0.45 M in acetonitrile

Technique(s)

DNA synthesis: suitable

Impuretés

≤0.003% water

pb

84 °C (lit.)

Pf

156-158 °C (lit.)

Densité

0.798 g/mL at 20 °C

Chaîne SMILES 

c1nnn[nH]1

InChI

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

Clé InChI

KJUGUADJHNHALS-UHFFFAOYSA-N

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Catégories apparentées

Description générale

The product is ~0.45M solution of tetrazole in acetonitrile. Tetrazole ring plays significant role in various synthetic and industrial processes.[1]

Application

Tetrazole solution is useful for DNA synthesis. It may be employed as a catalyst for the in situ synthesis of deoxyribonucleoside phosphoramidites.[2] It may be used in the preparation of following anionic nucleotide-lipids:[3]
  • 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

Attention

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

Autres remarques

Catalyst used in the phosphite triester method of oligonucleotide synthesis for the coupling of (dialkylamino)phosphines[4]

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

ALD00604

(+)-PSI Reagent, 95%

ALD00602

(–)-PSI Reagent, 95%

Pictogrammes

FlameExclamation mark
GHS02,GHS07

Mention d'avertissement

Danger

Classification des risques

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

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

41.0 °F - closed cup

Point d'éclair (°C)

5 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
BCCM6777
BCCM7744
BCCM7704
BCCM7703
BCCL4167

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
Yuko Yoshikawa et al.
Inorganic chemistry, 50(22), 11729-11735 (2011-10-19)
We investigated the effects of antitumor-active tetrazolato-bridged dinuclear platinum(II) complexes [{cis-Pt(NH(3))(2)}(2)(μ-OH)(μ-tetrazolato-N(1),N(2))](2+) (1) and [{cis-Pt(NH(3))(2)}(2)(μ-OH)(μ-tetrazolato-N(2),N(3))](2+) (2) on the higher-order structure of a large DNA molecule (T4 phage DNA, 166 kbp) in aqueous solution through single-molecule observation by fluorescence microscopy. Complexes 1
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
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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