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Safety Information

760668

Sigma-Aldrich

Dibenzocyclooctyne-maleimide

for Copper-free Click Chemistry

Synonym(s):

DBCO-maleimide

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About This Item

Empirical Formula (Hill Notation):
C25H21N3O4
Molecular Weight:
427.45
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.22

Quality Level

form

solid

reaction suitability

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

functional group

maleimide

storage temp.

−20°C

SMILES string

O=C(N1CCC(NCCC(N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4)=O)=O)C=CC1=O

InChI

1S/C25H21N3O4/c29-22(14-16-27-23(30)11-12-24(27)31)26-15-13-25(32)28-17-20-7-2-1-5-18(20)9-10-19-6-3-4-8-21(19)28/h1-8,11-12H,13-17H2,(H,26,29)

InChI key

NHFQNAGPXIVKND-UHFFFAOYSA-N

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This Item
T583003372916303
grade

analytical standard

grade

reagent grade

grade

-

grade

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

-

format

neat

format

-

format

-

format

-

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

-

application(s)

-

application(s)

-

vapor density

5.14 (vs air)

vapor density

5.14 (vs air)

vapor density

5.14 (vs air)

vapor density

5.14 (vs air)

vapor pressure

0.01 mmHg ( 20 °C)

vapor pressure

0.01 mmHg ( 20 °C)

vapor pressure

0.01 mmHg ( 20 °C)

vapor pressure

0.01 mmHg ( 20 °C)

Application

Maleimide functionalized cyclooctyne derivative for incorporation of the cyclooctyne moiety into thiol 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.

Applications Include:
  • Protein-peptide conjugates
  • Antibody-enzyme or antibody-drug conjugates
  • Protein or peptide-oligonucleotide conjugates
  • Surface modification

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is MU and how does this relate to milligrams?

    MU is million units. You can convert this to mg by dividing package size by the unit activity listed on the Certificate of Analysis for your specific lot.

  4. What is the solution stability of Product P0972, Polymyxin B sulfate?

    For solution stability information, please refer to the product information sheet for a related Polymyxin B sulfate product (Product No. P1004).

  5. I see that you list several Polymyxin B Sulfate products (P0972, P1004, P4932, 81334 and P4119). What are the differences?

    The primary difference between the products is the testing. Product P0972 is USP tested, product P4932 is tested against 3 mammalian cell lines to make sure it is not toxic to the cells, product P4119 is cell culture and endotoxin tested, and products P1004 and 81334 are the research grades with P1004 in USP units and 81334 in international units.  

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  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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