The stability of this product in a 10 mM stock solution in PBS/water has not been tested. It is advisable to conduct preliminary stability assessments before further use.
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Dibenzocyclooctyn-sulfo-N-hydroxysuccinimidyl-ester
for Copper-free Click Chemistry
Synonym(e):
DBCO-sulfo-NHS-ester, DBCO-sulfo-SE
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1 MG
CHF 40.10
5 MG
CHF 141.00
50 MG
CHF 433.00
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1 MG
CHF 40.10
5 MG
CHF 141.00
50 MG
CHF 433.00
About This Item
Empirische Formel (Hill-System):
C25H21N2NaO8S
Molekulargewicht:
532.50
MDL-Nummer:
UNSPSC-Code:
12352108
PubChem Substanz-ID:
NACRES:
NA.22
Empfohlene Produkte
Qualitätsniveau
Assay
≥90.0 %
Form
solid
Eignung der Reaktion
reaction type: click chemistry
reagent type: linker
bp
30 -100 °C
mp (Schmelzpunkt)
240-260 °C
Löslichkeit
water: soluble at 20 °C
Lagertemp.
−20°C
SMILES String
O=C(CCCCC(ON(C(CC1S(=O)(O[Na])=O)=O)C1=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4
InChI
1S/C25H22N2O8S.Na/c28-22(11-5-6-12-24(30)35-27-23(29)15-21(25(27)31)36(32,33)34)26-16-19-9-2-1-7-17(19)13-14-18-8-3-4-10-20(18)26;/h1-4,7-10,21H,5-6,11-12,15-16H2,(H,32,33,34);/q;+1/p-1
InChIKey
QXKHPYSXPCJSPR-UHFFFAOYSA-M
Anwendung
Mit wasserlöslichem Succinimidylester/NHS funktionalisiertes Cyclooctin-Derivat zum Einbau des Cyclooctinanteils in Amin-haltige Verbindungen oder Biomoleküle. Cyclooctine sind nützlich bei Stamm-vermittelten kupferfreien Azid-Alkin-Cycloadditionsreaktionen. Dieses Dibenzocyclooctin reagiert ohne Cu(I)-Katalysator mit Azid-funktionalisierten Verbindungen oder Biomolekülen, um eine stabile Triazolverbindung zu erzeugen.
Dibenzocyclooctin-sulfo-N-hydroxysuccinimidylester kann per Click-Chemie zur kovalenten Modifikation von metallorganischen Gerüstverbindungen in Nanogröße (Nano-sized Metal-Organic Frameworks, NMOFs) mit Nucleinsäuren während der Synthese von auf Stimuli ansprechenden DNA-gattergesteuerten NMOFs verwendet werden. Diese NMOFs können als Träger eines Fluoreszenzmittels oder eines Krebstherapeutikums dienen, was sie zu sehr nützlichen Bestandteilen von Systemen zur gezielten Arzneimittelfreisetzung macht.[1]
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
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Artikel
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.
Explore the principles and applications of click chemistry in drug discovery, highlighting efficient reactions that streamline the synthesis of bioactive compounds.
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how stable would be a 10 mM stock in PBS/Water? Thank you
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How can I determine the shelf life / expiration / retest date of this product?
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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.pdfHelpful?
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How is shipping temperature determined? And how is it related to the product storage temperature?
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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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