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761524

Sigma-Aldrich

Dibenzocyclooctyne-N-hydroxysuccinimidyl ester

for Copper-free Click Chemistry

Synonym(s):

DBCO-NHS ester, DBCO-SE

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10 G
¥1,590.46
100 G
¥9,752.37

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10 G
¥1,590.46
100 G
¥9,752.37

About This Item

Empirical Formula (Hill Notation):
C23H18N2O5
Molecular Weight:
402.40
MDL number:
MFCD24386367
UNSPSC Code:
12352108
PubChem Substance ID:
329766555
NACRES:
NA.22

¥1,590.46

Available to ship on2025年4月07日Details

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form

solid

reaction suitability

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

mp

149-157 (decomposition)

functional group

NHS ester

storage temp.

−20°C

SMILES string

O=C(CCC(ON(C(CC1)=O)C1=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C23H18N2O5/c26-20(13-14-23(29)30-25-21(27)11-12-22(25)28)24-15-18-7-2-1-5-16(18)9-10-17-6-3-4-8-19(17)24/h1-8H,11-15H2

InChI key

XCEBOJWFQSQZKR-UHFFFAOYSA-N

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technique(s)

cell culture | embryo: suitable

technique(s)

cell culture | insect: suitable, cell culture | mammalian: suitable, cell culture | plant: suitable

technique(s)

cell culture | hybridoma: suitable

technique(s)

gas chromatography (GC): suitable

solubility

H2O: 2g + 15 mL, clear, colorless

solubility

H2O: 2g + 15 mL (Tested)

solubility

H2O: 2g + 15 mL (Tested)

solubility

H2O: 1 M

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

mp

150-152 °C (lit.)

mp

150-152 °C (lit.)

mp

150-152 °C (lit.)

mp

150-152 °C (lit.)

General description

DBCO-NHS ester is commonly used in bioconjugation. It consists of an NHS ester that reacts with primary amines on biomolecules and an alkyne group that allows for a specific reaction with molecules containing azides. This reaction is carried out through a copper-free click chemistry process called strain-promoted alkyne-azide cycloaddition.[1]

Application

Dibenzocyclooctyne-N-hydroxysuccinimidyl ester is commonly used:
  • In the modification and labeling of biomolecules such as antibodies and streptavidin by introducing DBCO groups onto their surfaces[2]
  • As a cross linker to conjugate peptide antigens onto the surface of poly(lactic-co-glycolic acid) (PLGA) nanoparticles[3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCX5454
    MKCX3186
    MKCW7467
    MKCV7905
    MKCV7904

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