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745073

Sigma-Aldrich

N-[(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl]-1,8-diamino-3,6-dioxaoctane

for Copper-free Click Chemistry

Sinonimo/i:

(1α,8α,9β)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamate, BCN-amine

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About This Item

Formula empirica (notazione di Hill):
C17H28N2O4
Numero CAS:
1263166-93-3
Peso molecolare:
324.42
Numero MDL:
MFCD19705418
Codice UNSPSC:
12352003
ID PubChem:
329765726
NACRES:
NA.22

Livello qualitativo

100

Forma fisica

liquid

Composizione

carbon content, 62.94%
hydrogen content, 8.70%
nitrogen content, 8.63%

Impiego in reazioni chimiche

reaction type: click chemistry
reagent type: linker

Gruppo funzionale

amine

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

[H][C@@]12CCC#CCC[C@]1([H])[C@@H]2COC(NCCOCCOCCN)=O

InChI

1S/C17H28N2O4/c18-7-9-21-11-12-22-10-8-19-17(20)23-13-16-14-5-3-1-2-4-6-15(14)16/h14-16H,3-13,18H2,(H,19,20)/t14-,15+,16-
YZGOWXGENSKDSE-MUJYYYPQSA-N

Categorie correlate

Applicazioni

Amine functionalized cyclooctyne derivative. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. This strained cyclooctyne will react with azide functionalized compounds or biomolecules without the need for a copper catalyst to result in a stable triazole linkage.
N-[(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl]-1,8-diamino-3,6-dioxaoctane may be used to functionalize hyaluronic acid with bicyclo[6.1.0]nonyne (BCN) for the development of responsive HA-based physical hydrogels with tunable properties.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
BCCG3752
BCCF2906
BCCC8013
BCCB9179
BCBZ3304

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Sigma-Aldrich

764019

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Articoli

Copper-Free Click Chemistry

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.

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