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(Synonyms: Cyanine5.5 NHS ester (DIPEA)) 目录号 : GC64829

Cy5.5-SE DIPEA 是一种花青染料,可标记多肽、蛋白和寡核苷酸中的氨基。Cy5.5-SE DIPEA 是促进 2- 硝基查尔酮与单质硫反应的优良硫活化剂。

Cy5.5-SE (DIPEA) Chemical Structure

规格 价格 库存 购买数量
5 mg
¥5,850.00
现货
10 mg
¥9,450.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

Cy5.5-SE DIPEA is a cyanine dye, labeling amino-groups in peptides, proteins, and oligonucleotides. Cy5.5-SE DIPEA is an excellent sulfur activator to promote the reaction of 2-nitrochalcones with elemental sulfur[1].

[1]. Nguyen TB, Retailleau P. DIPEA-Promoted Reaction of 2-Nitrochalcones with Elemental Sulfur: An Unusual Approach to 2-Benzoylbenzothiophenes. Org Lett. 2017 Sep 15;19(18):4858-4860.

Chemical Properties

Cas No. SDF Download SDF
别名 Cyanine5.5 NHS ester (DIPEA)
分子式 C53H66N4O16S4 分子量 1143.37
溶解度 DMSO : 50 mg/mL (43.73 mM; Need ultrasonic) 储存条件 Store at -20°C
General tips 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。
储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

溶解性数据

制备储备液
1 mg 5 mg 10 mg
1 mM 0.8746 mL 4.373 mL 8.7461 mL
5 mM 0.1749 mL 0.8746 mL 1.7492 mL
10 mM 0.0875 mL 0.4373 mL 0.8746 mL
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Research Update

DIPEA-induced activation of OH- for the synthesis of amides via photocatalysis

RSC Adv 2022 May 16;12(23):14724-14728.PMID:35702194DOI:10.1039/d2ra02107b.

The development of green protocols for photocatalysis where water acts as a nucleophile, induced by a weak organic base, is difficult to achieve in organic chemistry. Herein, an efficient light-mediated strategy for the synthesis of amides in which a weak organic base acts as a reductant to induce the formation of OH- from water under metal-free conditions is reported. A mechanistic study reveals that the generation of an N,N-diisopropylethylamine (DIPEA) radical via single electron transfer (SET), with the assistance of photocatalyst, that increases the nucleophilicity of the water molecules with respect to the cyanides is essential. Moreover, the removal rate of nitrile in wastewater can be as high as 83%, indicating that this strategy has excellent potential for nitrile degradation.

Renewable Reagent for Nucleophilic Fluorination

J Org Chem 2022 May 6;87(9):5987-5993.PMID:35438994DOI:10.1021/acs.joc.2c00247.

Herein, we report a study on the reactivity of three 1,3-diarylimidazolium-based fluoride reagents, with a general formula of [IPrH][F(HF)n] (n = 0, 1, or 2), that tackle the challenges of limited solubility, hygroscopicity, instability, and laborious preparation procedures of nucleophilic fluoride reagents. Fluorination of 4-tert-butylbenzyl bromide reveals that trifluoride [IPrH][F(HF)2] is the most selective reagent. Microwave-assisted activation coupled with the addition of sterically hindered amine DIPEA or alkali metal fluorides increases the rate of fluorination with [IPrH][F(HF)2], making it an excellent reagent for the fluorination of various organic substrates. The scope of substrates includes benzyl bromides, iodides, chlorides, aliphatic halides, tosylates, mesylates, α-haloketones, a silyl chloride, acyl and sulfuryl chlorides, and a nitroarene. The exceptional stability of the air-stable and nonhygroscopic [IPrH][F(HF)2] reagent is illustrated by its convenient synthesis and detailed experimental regeneration protocol using hydrofluoric acid without organic solvents.

Fragment synthesis of disulfide-containing peptides

MethodsX 2020 Jun 4;7:100945.PMID:32577409DOI:10.1016/j.mex.2020.100945.

A new strategy for solid phase peptide synthesis in the fragment synthesis based on the use of 2-Cl-trityl resin as carrier to obtain protected peptide-resin and Rink Amide Resin, HOBT/HBTU or PyBOP/DIPEA or HATU/DIPEA as the coupling method is described. The highlights of this method are:•Simple.•Low cost.•Solid phase based.

DIPEA-Promoted Reaction of 2-Nitrochalcones with Elemental Sulfur: An Unusual Approach to 2-Benzoylbenzothiophenes

Org Lett 2017 Sep 15;19(18):4858-4860.PMID:28840729DOI:10.1021/acs.orglett.7b02321.

DIPEA was found to be an excellent sulfur activator to promote the reaction of 2-nitrochalcones with elemental sulfur. A wide range of 2-benzoylbenzothiophenes was obtained as a result of a cascade of alkene C═C bond thiolation, aromatic sulfur-denitration.

Redetermination of the structure of 2-amino-8-thia-1,5-di-aza-spiro-[4.5]dec-1-en-5-ium chloride monohydrate

Acta Crystallogr E Crystallogr Commun 2022 Jan 11;78(Pt 2):164-168.PMID:35145744DOI:10.1107/S2056989022000111.

The reaction of β-(thio-morpholin-1-yl)propio-amidoxime with tosyl chloride in CHCl3 in the presence of DIPEA when heated at 343 K for 8 h afforded the title hydrated salt, C7H14N3S+·Cl-·H2O, in 84% yield. This course of the tosyl-ation reaction differs from the result of tosyl-ation obtained for this substrate at room temperature, when only 2-amino-8-thia-1,5-di-aza-spiro-[4.5]dec-1-ene-5-ammonium tosyl-ate was isolated in 56% yield. The structure of the reaction product was established by physicochemical methods, spectroscopy, and X-ray diffraction. The single-crystal data demonstrated that the previously reported crystal structure of this compound [Kayukova et al. (2021). Chem. J. Kaz, 74, 21-31] had been refined in a wrong space group. In the extended structure, the chloride anions, water mol-ecules and amine groups of the cations form two-periodic hydrogen-bonded networks with the fes topology.