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重要文件

761524

Sigma-Aldrich

二苯并环辛炔-N-羟基琥珀酰亚胺酯

for Copper-free Click Chemistry

同義詞:

DBCO-NHS酯, DBCO-SE

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About This Item

經驗公式(希爾表示法):
C23H18N2O5
分子量::
402.40
MDL號碼:
分類程式碼代碼:
12352108
PubChem物質ID:
NACRES:
NA.22
暫時無法取得訂價和供貨情況

形狀

solid

反應適用性

reaction type: click chemistry
reagent type: cross-linking reagent

mp

149-157 (decomposition)

官能基

NHS ester

儲存溫度

−20°C

SMILES 字串

O=C(CCC(ON(C(CC1)=O)C1=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C23H18N2O5/c26-20(13-14-23(29)30-25-21(27)11-12-22(25)28)24-15-18-7-2-1-5-16(18)9-10-17-6-3-4-8-19(17)24/h1-8H,11-15H2

InChI 密鑰

XCEBOJWFQSQZKR-UHFFFAOYSA-N

一般說明

DBCO-NHS 酯常用于生物偶联。它由NHS酯组成,NHS酯可以与生物分子上的伯胺和炔基反应,该炔基导致与含叠氮化物分子的特异性反应。该反应通过一种称为应变促进炔烃-叠氮化物环加成的无铜点击化学过程进行。[1]

應用

二苯并环辛炔- N -羟基琥珀酰亚胺酯常用于:
  • 通过将DBCO基团引入其表面进行抗体和链霉亲和素等生物分子的修饰和标记[2]
  • 作为交联剂使抗原在聚乳酸-乙醇酸共聚物(PLGA)的表面结合。 [3]

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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文章

Copper-free click chemistry is an alternative approach to click chemistry that proceeds at a lower activation barrier and is free of cytotoxic transition metal catalysts.

無銅單鍵化學是單鍵化學的另一種方法,它以較低的活化門檻進行,並且不含具有細胞毒性的過渡金屬催化劑。

Explore the principles and applications of click chemistry in drug discovery, highlighting efficient reactions that streamline the synthesis of bioactive compounds.

利用 Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of terminal alkynes 與 organoazides 的化學反應生成 1,4-disubstituted 1,2,3-triazoles 的藥物發現過程。

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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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