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742678

Sigma-Aldrich

(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol

for Copper-free Click Chemistry

Synonyme(s) :

(1α,8α,9β)-Bicyclo[6.1.0]non-4-yne-9-methanol, endo-9-Hydroxymethylbicyclo[6.1.0]non-4-yne, BCN-OH

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100 MG
290,00 €

290,00 €

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100 MG
290,00 €

About This Item

Formule empirique (notation de Hill) :
C10H14O
Numéro CAS:
1263166-90-0
Poids moléculaire :
150.22
Beilstein:
21037713
Numéro MDL:
MFCD26142970
Code UNSPSC :
12352209
ID de substance PubChem :
329765586
Nomenclature NACRES :
NA.22

290,00 €

Veuillez contacter notre Service Clients pour connaître la disponibilité de ce produit.
Devis pour commande en gros

Niveau de qualité

100

Forme

powder

Composition

carbon content, 79.96%
hydrogen content, 9.39%

Capacité de réaction

reaction type: click chemistry

Pertinence de la réaction

reagent type: linker

Groupe fonctionnel

hydroxyl

Température de stockage

−20°C

Chaîne SMILES 

[H][C@@]12[C@@]([C@H]2CO)([H])CCC#CCC1

InChI

1S/C10H14O/c11-7-10-8-5-3-1-2-4-6-9(8)10/h8-11H,3-7H2/t8-,9+,10-

Clé InChI

NSVXZMGWYBICRW-ILWJIGKKSA-N

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Cet article
745073744867C110507
(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol for Copper-free Click Chemistry

742678

(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol

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

745073

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

(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate for Copper-free Click Chemistry

744867

(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate

Cyclooctene oxide 99%

C110507

Cyclooctene oxide

reaction suitability

reaction type: click chemistry, reagent type: linker

reaction suitability

reaction type: click chemistry, reagent type: linker

reaction suitability

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

reaction suitability

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

form

powder

form

liquid

form

powder

form

crystals

composition

carbon content, 79.96%

composition

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

composition

carbon content, 61.85% , hydrogen content, 5.88% , nitrogen content, 4.81%

composition

-

functional group

hydroxyl

functional group

amine

functional group

NHS ester

functional group

-

Application

Alcohol 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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
BCCM9693
BCCL6142
BCCL3515
BCCK0584
BCCH8516

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Xifeng Liu et al.
Biomacromolecules, 20(9), 3352-3365 (2019-08-10)
A new PPF-BCN/hyPCL32-N3 injectable system that can be cross-linked by catalyst-free, strain promoted alkyne-azide cycloaddition (SPAAC) click chemistry was developed for tissue engineering applications. The system consisted of two components: PPF-BCN, poly(propylene fumarate) (PPF) functionalized with (1R,8S,9s)-bicyclo[6.1.0]non-4-yn-9-ylmethanol (BCN-OH), and hyPCL32-N3
Readily accessible bicyclononynes for bioorthogonal labeling and three-dimensional imaging of living cells.
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Angewandte Chemie (International ed. in English), 49(49), 9422-9425 (2010-09-22)

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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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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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