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重要文件

760676

Sigma-Aldrich

二苄环辛基-PEG4-马来酰亚胺

for Copper-free Click Chemistry

同義詞:

DBCO-PEG4-马来酰亚胺

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About This Item

經驗公式(希爾表示法):
C36H42N4O9
分子量::
674.74
MDL號碼:
分類程式碼代碼:
12161502
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

官能基

maleimide

儲存溫度

−20°C

SMILES 字串

O=C(CCNC(CCOCCOCCOCCOCCNC(CCN1C(C=CC1=O)=O)=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C36H42N4O9/c41-32(14-18-39-34(43)11-12-35(39)44)38-17-20-47-22-24-49-26-25-48-23-21-46-19-15-33(42)37-16-13-36(45)40-27-30-7-2-1-5-28(30)9-10-29-6-3-4-8-31(29)40/h1-8,11-12H,13-27H2,(H,37,42)(H,38,41)

InChI 密鑰

VVFZXPZWVJMYPX-UHFFFAOYSA-N

應用

马来酰亚胺功能化环辛炔衍生物,用于将环辛炔基团掺入含巯基化合物或生物分子。环辛烯在促进无铜叠氮炔环加成反应中是有用的。这种二苯并环辛炔将与叠氮官能化化合物或生物分子反应,而不需要 Cu (I) 催化剂产生稳定的三唑键。PEG 亲脂性间隔物有助于减少标记生物分子时的聚集和沉淀问题。
应用包括:
  • 蛋白-肽结合物
  • 抗体酶或抗体-药物偶联物
  • 蛋白或肽-寡核苷酸结合物
  • 表面改性

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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存取文件庫

Ning, X., et al.
Angewandte Chemie (International Edition in English), 47, 2253-2255 null
Efficient cargo delivery into adult brain tissue using short cell-penetrating peptides
Kizil C, et al.
PLoS ONE, 10(4), e0124073-e0124073 (2015)
Nano-scale alignment of proteins on a flexible DNA backbone.
Nojima T, et al.
PLoS ONE, 7(12), e52534-e52534 (2012)
Xiaowen Liu et al.
Biomacromolecules, 17(1), 173-182 (2015-12-15)
Intracellularly-acting therapeutic proteins are considered promising alternatives for the treatment of various diseases. Major limitations of their application are low efficiency of intracellular delivery and possible reduction of protein activity during derivatization. Herein, we report pH-sensitive covalent modification of proteins
Lutz Nuhn et al.
Bioconjugate chemistry, 29(7), 2394-2405 (2018-06-12)
Tumor-associated macrophages (TAMs) with high expression levels of the Macrophage Mannose Receptor (MMR, CD206) exhibit a strong angiogenic and immune suppressive activity. Thus, they are a highly attractive target in cancer immunotherapy, with the aim to modulate their protumoral behavior.

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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