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493805

Sigma-Aldrich

5-(Ethylthio)-1H-tetrazole

95%

Synonym(s):

5-(Ethylthio)-2H-tetrazole, 5-Ethylsulfanyl-2H-tetrazole

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About This Item

Empirical Formula (Hill Notation):
C3H6N4S
CAS Number:
89797-68-2
Molecular Weight:
130.17
MDL number:
MFCD00068733
UNSPSC Code:
12352100
PubChem Substance ID:
24872861
NACRES:
NA.22

Assay

95%

mp

84-90 °C (lit.)

storage temp.

2-8°C

SMILES string

CCSc1nnn[nH]1

InChI

1S/C3H6N4S/c1-2-8-3-4-6-7-5-3/h2H2,1H3,(H,4,5,6,7)

InChI key

GONFBOIJNUKKST-UHFFFAOYSA-N

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General description

5-(Ethylthio)-1H-tetrazole (ETT) is an efficient activator, that activates nucleoside phosphoramidites towards condensation with a nucleoside to form dinucleoside phosphates during oligonucleotide synthesis.

Application

  • Solid-Phase Synthesis of Symmetrical Dinucleoside Phosphodiesters: Explores the efficiency of 5-(Ethylthio)-1H-tetrazole in the solid-phase synthesis of dinucleoside phosphodiesters, underlining its significance in the streamlined production of biologically relevant molecules (Ahmadibeni et al., 2007).
  • Synthesis, Deprotection, Analysis, and Purification of RNA and Ribozymes: Utilizes 5-(Ethylthio)-1H-tetrazole in the synthesis and processing of RNA and ribozymes, highlighting its critical role in molecular biology and genetic engineering research (Wincott et al., 1995).

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH044

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An efficient method for the isolation and purification of oligoribonucleotides.
Sproat B, et al.
Nucleosides, nucleotides & nucleic acids, 14(1-2), 255-273 (1995)
Gregor S Cremosnik et al.
Angewandte Chemie (International ed. in English), 53(1), 286-289 (2013-11-14)
P-Amidites can be used in iterative couplings to selectively give mixed P(III) -P(V) anhydrides. These intermediates can be oxidized followed by a rapid removal of the two terminal fluorenylmethyl groups. An iterative synthesis (coupling, oxidation, deprotection) of nucleoside oligophosphates can
Benzimidazolium Triflate as an Efficient Promoter for Nucleotide Synthesis via the Phosphoramidite Method.
Yoshihiro Hayakawa et al.
The Journal of organic chemistry, 61(23), 7996-7997 (1996-11-15)

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