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742678

Sigma-Aldrich

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

for Copper-free Click Chemistry

Sinónimos:

(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
US$ 383,00

US$ 383,00

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100 MG
US$ 383,00

About This Item

Fórmula empírica (notación de Hill):
C10H14O
Número de CAS:
1263166-90-0
Peso molecular:
150.22
Beilstein:
21037713
Número MDL:
MFCD26142970
Código UNSPSC:
12352209
ID de la sustancia en PubChem:
329765586
NACRES:
NA.22

US$ 383,00

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Check Cart for Availability
Solicitar un pedido a granel

Nivel de calidad

100

Formulario

powder

composición

carbon content, 79.96%
hydrogen content, 9.39%

idoneidad de la reacción

reaction type: click chemistry
reagent type: linker

grupo funcional

hydroxyl

temp. de almacenamiento

−20°C

cadena 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-

Clave InChI

NSVXZMGWYBICRW-ILWJIGKKSA-N

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Aplicación

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.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (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.
Jan Dommerholt et al.
Angewandte Chemie (International ed. in English), 49(49), 9422-9425 (2010-09-22)

Artículos

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.

Click Chemistry in Drug Discovery

Explore the principles and applications of click chemistry in drug discovery, highlighting efficient reactions that streamline the synthesis of bioactive compounds.

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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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  2. How can I determine the shelf life / expiration / retest date of this product?

    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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