901991

Dde biotin picolyl azide

• Synonym(s): N-[6-(Azidomethyl)-3-pyridinyl]-5-(4,4-dimethyl-2,6-dioxocyclohexylidene)-25-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-21-oxo-8,11,14,17-tetraoxa-4,20-diazapentacosanamide
• Empirical Formula (Hill Notation): C₃₈H₅₇N₉O₉S
• CAS Number: 2055048-42-3
• Molecular Weight: 815.98
• MDL number: MFCD30458027
• UNSPSC Code: 12352125
• NACRES: NA.22

Properties

• form: solid
• reaction suitability: reaction type: click chemistry
• storage temp.: −20°C
• InChI key: CYXSXYDLWXHYSI-JKMQWNNCSA-N

Description

Application

Dde biotin picolyl azide is a unique alkyne-reactive, cleavable biotin probe that allows for release of the captured biomolecules from streptavidin under mild conditions. This reagent contains a biotin moiety linked to a picolyl azide moiety through a spacer arm containing a hydrazine-cleavable Dde moiety. Captured biomolecules can be efficiently released, typically >90% with 2% hydrazine in aqueous media.
Dde biotin picolyl azide incorporates a copper-chelating motif that dramatically accelerates the Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction under conditions relevant to biomolecular labeling. Discovery of azides with an internal Cu(I)-chelating motif greatly enhances the utility of the CuAAC reaction for various applications. Some examples are monitoring the dynamic glycan biosynthesis in living organisms; sensitive detection of metabolically-labeled proteins, DNAs, and RNAs; and many other applications where rate acceleration and reduced cell toxicity are highly desirable.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable