Basic information Safety Supplier Related

DBCO-NHS Ester

Basic information Safety Supplier Related

DBCO-NHS Ester Basic information

Product Name:
DBCO-NHS Ester
Synonyms:
  • DBCO-NHS
  • N-Succinimidyl 4-[(5-Aza-3,4:7,8-dibenzocyclooct-1-yne)-5-yl]-4-oxobutyrate
  • DBCO-NHS ester (DBCO NHS ester)
  • 11,12-Didehydro-γ-oxo-dibenz[b,f]azocine-5(6H)-butanoic acid 2,5-dioxo-1-pyrrolidinyl ester
  • CAS_1353016-71-3
  • Dibenz[b,f]azocine-5(6H)-butanoic acid, 11,12-didehydro-γ-oxo-, 2,5-dioxo-1-pyrrolidinyl ester
  • 4-[(5-aza-3,4:7,8-dibenzocyclooctan-1-yne)-5-yl]-4-oxobutyrate-n-succinimide
  • Dibenz[b,?f]azocine-5(6H)-butanoic acid,11,12-didehydro-γ-oxo-,2,5-dioxo-1-pyrrolidinyl ester (DBCO-NHS)
CAS:
1353016-71-3
MF:
C23H18N2O5
MW:
402.4
Product Categories:
  • ADC LINKER
  • DBCO
Mol File:
1353016-71-3.mol
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DBCO-NHS Ester Chemical Properties

Boiling point:
670.2±65.0 °C(Predicted)
Density 
1.43±0.1 g/cm3(Predicted)
storage temp. 
Storage temp. -20°C
solubility 
Soluble in DMSO, DCM, DMF
pka
-0.23±0.20(Predicted)
form 
Solid
color 
White to Off-White
Appearance
White solid
Stability:
Moisture Sensitive
InChI
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
InChIKey
XCEBOJWFQSQZKR-UHFFFAOYSA-N
SMILES
C(N1CC2=CC=CC=C2C#CC2=CC=CC=C12)(=O)CCC(=O)ON1C(CCC1=O)=O
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Safety Information

HS Code 
29339900
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DBCO-NHS Ester Usage And Synthesis

Description

DBCO-NHS Ester is a very popular amine-reactive click chemistry reagent. It can be used to modify an amine-containing molecule in organic solvents (limited solubility in aqueous media). It reacts with primary amines such as the side chain of lysine residues or aminosilane-coated surfaces at neutral or slightly basic pH to form covalent bonds. The low mass weight will add minimal spacer to modified molecules. DBCO is commonly used for copper-free Click Chemistry reactions.

Uses

DBCO-NHS Ester is a derivative of DBCO (Dibenzylcyclooctyne), used in Cu-free click chemistry. It useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. Used in DNA-Assisted protein analysis such as proximity ligation and extention assays. Intracellular Imaging.

Uses

DBCO NHS ester contains an NHS carbonate group and a DBCO group. The spacer contains a photocleavable nitrobenzyloxyl group, which can be efficiently cleaved under UV to release the conjugated molecules. DBCO on the other hand readily react with azide bearing biomolecule through a copper-free click reaction instantly and in high yield.
DBCO-NHS Ester is a very popular amine-reactive click chemistry reagent. It can be used to modify an amine-containing molecule in organic solvents (limited solubility in aqueous media). It reacts with primary amines such as the side chain of lysine residues or aminosilane-coated surfaces at neutral or slightly basic pH to form covalent bonds. The low mass weight will add minimal spacer to modified molecules. DBCO is commonly used for copper-free Click Chemistry reactions.

IC 50

Cleavable Linker

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