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305995

Sigma-Aldrich

2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphorodiamidite

97%

Sinónimos:

Bis(diisopropylamino)(2-cyanoethoxy)phosphine

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1 G
76,10 €
5 G
284,00 €

76,10 €

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1 G
76,10 €
5 G
284,00 €

About This Item

Fórmula lineal:
{[(CH3)2CH]2N}2POCH2CH2CN
Número de CAS:
102691-36-1
Peso molecular:
301.41
Beilstein:
3590103
Número MDL:
MFCD00012213
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24858468
NACRES:
NA.22

76,10 €

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Ensayo

97%

Formulario

liquid

índice de refracción

n20/D 1.470 (lit.)

bp

100 °C/0.5 mmHg (lit.)

densidad

0.949 g/mL at 25 °C (lit.)

grupo funcional

amine
nitrile

temp. de almacenamiento

−20°C

cadena SMILES

CC(C)N(C(C)C)P(OCCC#N)N(C(C)C)C(C)C

InChI

1S/C15H32N3OP/c1-12(2)17(13(3)4)20(19-11-9-10-16)18(14(5)6)15(7)8/h12-15H,9,11H2,1-8H3

Clave InChI

RKVHNYJPIXOHRW-UHFFFAOYSA-N

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Aplicación

2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphordiamidite was used:
  • in preparation of prosphoramidite reagent, required for synthesis of 12-mer oligodeoxynucleotide[1]
  • as phosphorylating agent in synthesis of 1,2-diacyl-sn-glycerophosphatidylserine[2]
  • in situ preparation of deoxyribonucleoside phosphoramidites[3]
  • in preparation of 2′-deoxy-2′-fluoro-3′-O-(β-cyanoethyl-N,N-diisopropylphosphoramidic)-5′-O-(4-methoxytrityl)-4′-thio-β-D-arabinouridine and 1-(3-O-(β-cyanoethyl-N,N-diisopropylphosphoramidic)-2-deoxy-2-fluoro-5-O-(4,4′-dimethoxytrityl)-4-thio-β-D-arabinofuranosyl)-thymine[4]
  • as reagent for synthesizing phosphitylated nucleotides[5]

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Descripción
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ALD00602

(–)-PSI Reagent, 95%

Pictogramas

FlameExclamation mark
GHS02,GHS07

Palabra de señalización

Warning

Frases de peligro

H226,H302,H317,H412

Clasificaciones de peligro

Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1B

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

119.3 °F - closed cup

Punto de inflamabilidad (°C)

48.5 °C - closed cup

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCV3858
MKCS7193
MKCR6334
MKCJ8691
MKCB0853V

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Jonathan K Watts et al.
Nucleic acids research, 35(5), 1441-1451 (2007-02-08)
The synthesis of oligonucleotides containing 2'-deoxy-2'-fluoro-4'-thioarabinonucleotides is described. 2'-Deoxy-2'-fluoro-5-methyl-4'-thioarabinouridine (4'S-FMAU) was incorporated into 18-mer antisense oligonucleotides (AONs). 4'S-FMAU adopts a predominantly northern sugar conformation. Oligonucleotides containing 4'S-FMAU, unlike those containing FMAU, were unable to elicit E. coli or human RNase
Christoph Rosenbohm et al.
Bioorganic & medicinal chemistry, 12(9), 2385-2396 (2004-04-15)
LNA guanine and 2,6-diaminopurine (D) phosphoramidites have been synthesized as building blocks for antisense oligonucleotides (ON). The effects of incorporating LNA D into ON were investigated. As expected, LNA D containing ON showed increased affinity towards complementary DNA (Delta Tm
Arvind Misra et al.
Bioconjugate chemistry, 15(3), 638-646 (2004-05-20)
Synthesis of modified oligonucleotides in which the specific cytidine nucleoside analogues linked at 2'-OH position via a carbamate bond with an amino ethyl derivative of dansyl fluorophore is reported. For the multiple labeling of oligonucleotides, a strategy involving prelabeling at
Vyacheslav V Filichev et al.
Bioorganic & medicinal chemistry, 12(11), 2843-2851 (2004-05-15)
Hexofuranosyl nucleosides are considered as conformationally restricted acyclic nucleosides using a furanose ring to link the diol backbone to the nucleobase. The phosphoramidite of 1-(2,3-dideoxy-beta-D-erythro-hexofuranosyl)thymine was synthesized from thymidine with formation of a new stereocentre at C-5' and the nucleoside
Lubomir V Nechev et al.
Chemical research in toxicology, 15(5), 607-613 (2002-05-23)
3-(2-Deoxy-beta-D-erythro-pentofuranosyl)-6-hydroxy-5,6,7,8-tetrahydropyrimido[1,2-a]purin-10(3H)-one is formed in low yield by the reaction of acrolein with 2'-deoxyguanosine. The nucleoside and an oligodeoxynucleotide containing it have been synthesized. For preparation of the nucleoside 2'-deoxyguanosine was alkylated at the N1 position using 1-bromo-3-butene to give 1-(3-butenyl)-2'-deoxyguanosine.
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Preguntas

1–3 de 3 Preguntas  

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

    1 respuesta

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

    1 respuesta

    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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  3. In 2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphorodiamidite reagent is there any stabilizer is added! what is the stabilizer added for the storage of the above reagent.

    1 respuesta

    1. There is no stabilizer added, but the product is handled and stored under nitrogen due to its moisture sensitivity.

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