N-[(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl]-1,8-diamino-3,6-dioxaoctane - for Copper-free Click Chemistry, high purity , CAS No.1263166-93-3

  • for Copper-free Click Chemistry
Item Number
N485487
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N485487-25mg
25mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$371.90
N485487-100mg
100mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,256.90
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Basic Description

Specifications & Purityfor Copper-free Click Chemistry
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Product Description

Description

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.

Names and Identifiers

IUPAC Name [(1R,8S)-9-bicyclo[6.1.0]non-4-ynyl]methyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]carbamate
INCHI 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?
InChi Key YZGOWXGENSKDSE-XYPWUTKMSA-N
Canonical SMILES C1CC2C(C2COC(=O)NCCOCCOCCN)CCC#C1
Isomeric SMILES C1C[C@@H]2[C@@H](C2COC(=O)NCCOCCOCCN)CCC#C1
PubChem CID 75412389
Molecular Weight 324.42
Reaxy-Rn 21037724

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Flash Point(°C)248 °C

Safety and Hazards(GHS)

Reaxy-Rn 21037724

Related Documents

References

1. Favuzza P, de Lera Ruiz M, Thompson JK, Triglia T, Ngo A, Steel RWJ, Vavrek M, Christensen J, Healer J, Boyce C et al..  (2020)  Dual Plasmepsin-Targeting Antimalarial Agents Disrupt Multiple Stages of the Malaria Parasite Life Cycle..  Cell Host Microbe,  27  (4): (642-658.e12).  [PMID:32109369] [10.1021/op500134e]
2. Jan Dommerholt,Samuel Schmidt,Rinske Temming,Linda J A Hendriks,Floris P J T Rutjes,Jan C M van Hest,Dirk J Lefeber,Peter Friedl,Floris L van Delft.  (2010-09-22)  Readily accessible bicyclononynes for bioorthogonal labeling and three-dimensional imaging of living cells..  Angewandte Chemie (International ed. in English),  49  ((49)): (9422-9425).  [PMID:20857472]
3. Jonas Christoffersson, Christopher Aronsson, Michael Jury, Robert Selegård, Daniel Aili, Carl-Fredrik Mandenius,.  (2018-12-14)  Fabrication of modular hyaluronan-PEG hydrogels to support 3D cultures of hepatocytes in a perfused liver-on-a-chip device..  Biofabrication,  11  ((1)): ( 015013-015013 ).  [PMID:30523863]
4. Feng Zhang,Yiran Zhang,Li Kong,Huanhuan Luo,Yuezhou Zhang,Ermei Mäkilä,Jarno Salonen,Jouni T Hirvonen,Yueqi Zhu,Yingsheng Cheng,Lianfu Deng,Hongbo Zhang,Alexander Kros,Wenguo Cui,Hélder A Santos.  (2021-05-27)  Multistage signal-interactive nanoparticles improve tumor targeting through efficient nanoparticle-cell communications..  Cell reports,  35  ((8)): (109131-109131).  [PMID:34038723]
5. Christopher Aronsson,Michael Jury,Sajjad Naeimipour,Fatemeh Rasti Boroojeni,Jonas Christoffersson,Philip Lifwergren,Carl-Fredrik Mandenius,Robert Selegård,Daniel Aili.  (2020-05-20)  Dynamic peptide-folding mediated biofunctionalization and modulation of hydrogels for 4D bioprinting..  Biofabrication,  12  ((3)): (035031-035031).  [PMID:32428894]
6. Jonathan Cortese,Charlotte Rasser,Guillaume Even,Sylvia M Bardet,Christine Choqueux,Jules Mesnier,Marie-Laure Perrin,Kevin Janot,Jildaz Caroff,Antonino Nicoletti,Jean-Baptiste Michel,Laurent Spelle,Giuseppina Caligiuri,Aymeric Rouchaud.  (2021-01-09)  CD31 Mimetic Coating Enhances Flow Diverting Stent Integration into the Arterial Wall Promoting Aneurysm Healing..  Stroke,  52  ((2)): (677-686).  [PMID:33412905]

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