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762040

Dibenzocyclooctyne-sulfo-N-hydroxysuccinimidyl ester

for Copper-free Click Chemistry

Synonym(s):

DBCO-sulfo-NHS ester, DBCO-sulfo-SE

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Size/SKUAvailabilityPrice
1 mg

Available to ship TODAYfromMILWAUKEE

$49.90
5 mg

Available to ship TODAYfromMILWAUKEE

$175.00
50 mg

Available to ship TODAYfromMILWAUKEE

$550.00

About This Item

Empirical Formula (Hill Notation):
C25H21N2NaO8S
Molecular Weight:
532.50
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
eCl@ss:
32150319
Assay:
≥90.0 %
Form:
solid

$49.90


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Quality Segment

assay

≥90.0 %

form

solid

reaction suitability

reaction type: click chemistry, reagent type: linker

technique(s)

targeted protein degradation: suitable

bp

30 -100 °C

mp

240-260 °C

solubility

water: soluble at 20 °C

storage temp.

−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

InChI key

QXKHPYSXPCJSPR-UHFFFAOYSA-M

Application

Dibenzocyclooctyne-sulfo-N-hydroxysuccinimidyl ester may be used for the covalent modification of nano-sized metal-organic frameworks (NMOFs) with nucleic acids via click chemistry during the synthesis stimuli-responsive DNA-gated NMOFs. These NMOFs can act as carriers of a fluorescent agent or anticancer drug, making them highly useful in targeted drug release system.
Water soluble succinimidyl ester/NHS functionalized cyclooctyne derivative for incorporation of the cyclooctyne moiety into amine containing compounds or biomolecules. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. This dibenzocyclooctyne will react with azide functionalized compounds or biomolecules without the need for a Cu(I) catalyst to result in a stable triazole linkage.

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This Item
761524764019760668
description

for Copper-free Click Chemistry

description

for Copper-free Click Chemistry

description

≥90%

description

for Copper-free Click Chemistry

assay

≥90.0 %

assay

-

assay

≥90%

assay

-

reaction suitability

reaction type: click chemistry, reagent type: linker

reaction suitability

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

reaction suitability

reagent type: linker, reaction type: click chemistry

reaction suitability

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

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

water: soluble at 20 °C

solubility

-

solubility

-

solubility

-

mp

240-260 °C

mp

149-157 (decomposition)

mp

-

mp

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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Questions

1–3 of 3 Questions  
  1. 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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. how stable would be a 10 mM stock in PBS/Water? Thank you

    1 answer
    1. 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.

      Helpful?

  3. 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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