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Merck
CN

761982

Dibenzocyclooctyne-PEG4-alcohol

for Copper-free Click Chemistry

别名:

Polyethylene glycol, DBCO-PEG4-OH

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关于此项目

经验公式(希尔记法):
C29H36N2O6
分子量:
508.61
UNSPSC Code:
51171641
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

form

solid

reaction suitability

reaction type: click chemistry, reagent type: linker

mp

50-60 °C

functional group

hydroxyl

storage temp.

−20°C

SMILES string

O=C(CCCCC(NCCOCCOCCOCCOCCO)=O)N1CC2=C(C=CC=C2)C#CC3=C1C=CC=C3

InChI

1S/C29H36N2O6/c32-16-18-36-20-22-37-21-19-35-17-15-30-28(33)11-5-6-12-29(34)31-23-26-9-2-1-7-24(26)13-14-25-8-3-4-10-27(25)31/h1-4,7-10,32H,5-6,11-12,15-23H2,(H,30,33)

InChI key

ZZXWONCQAFVJHM-UHFFFAOYSA-N

Application

Alcohol functionalized cyclooctyne derivative. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. This dibenzocyclooctyne will react with azide functionalized compounds or biomolecules without the need for a Cu(I) catalyst to result in a stable triazole linkage. The PEG spacer adds hydrophilicity to the product to decrease aggregation.


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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分析证书(COA)

Lot/Batch Number

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商品

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.

无铜点击化学是点击化学的一种替代方法,可在较低的活化屏障下进行,且没有细胞毒性过渡金属催化剂。


Nicholas J Agard et al.
ACS chemical biology, 1(10), 644-648 (2006-12-19)
Detection of metabolites and post-translational modifications can be achieved using the azide as a bioorthogonal chemical reporter. Once introduced into target biomolecules, either metabolically or through chemical modification, the azide can be tagged with probes using one of three highly
John C Jewett et al.
Journal of the American Chemical Society, 132(11), 3688-3690 (2010-03-02)
Bioorthogonal chemical reactions, those that do not interact or interfere with biology, have allowed for exploration of numerous biological processes that were previously difficult to study. The reaction of azides with strained alkynes, such as cyclooctynes, readily forms a triazole
Visualizing metabolically labeled glycoconjugates of living cells by copper-free and fast huisgen cycloadditions.
Xinghai Ning et al.
Angewandte Chemie (International ed. in English), 47(12), 2253-2255 (2008-02-16)



全球贸易项目编号

货号GTIN
761982-50MG04061833230640
761982-5MG04061833230657