Dde Biotin-PEG4-DBCO

 CAS No.: 1807512-43-1  Cat No.: BP-500687 4.5  

Dde Biotin-PEG4-DBCO is a heterobifunctional PROTAC linker designed to connect a biotin-bearing targeting module to an azide-free, cyclooctyne-reactive handle for efficient conjugation. Structurally, it combines a Dde (acid-labile) protecting group on the biotin side, a short polyethylene glycol spacer of four ethylene glycol units, and a DBCO (dibenzocyclooctyne) moiety that enables rapid strain-promoted azide–alkyne cycloaddition with azide-functional partners. In targeted protein degradation workflows, the PEG spacer helps reduce steric hindrance and improves the accessibility of the binding and recruitment ligands, while the Dde group provides a controlled deprotection step to unmask the reactive amine for subsequent coupling. This reagent is valuable for assembling PROTACs or related targeted degradation constructs where modular, bioorthogonal conjugation and tunable linker presentation are required, facilitating reproducible preparation of biotin-tagged reagents and multicomponent degradation systems.

Dde Biotin-PEG4-DBCO

Structure of 1807512-43-1

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PROTAC Linker
Molecular Formula
C₄₇H₆₁N₅O₉S
Molecular Weight
872.08

* For research and manufacturing use only. Not for human or clinical use.

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IUPACName
5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[3-[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]imino-3-(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)propoxy]ethoxy]ethoxy]ethoxy]ethyl]pentanamide
InChI Key
MBDLFOMKROBSCE-WALFPXMSSA-N
InChI
InChI=1S/C47H61N5O9S/c1-47(2)29-39(53)44(40(54)30-47)36(48-19-17-43(56)52-31-35-11-4-3-9-33(35)15-16-34-10-5-6-12-38(34)52)18-21-58-23-25-60-27-28-61-26-24-59-22-20-49-42(55)14-8-7-13-41-45-37(32-62-41)50-46(57)51-45/h3-6,9-12,37,41,45,53H,7-8,13-14,17-32H2,1-2H3,(H,49,55)(H2,50,51,57)/t37-,41-,45-/m0/s1
SMILES
CC1(CC(=C(C(=O)C1)C(=NCCC(=O)N2CC3=CC=CC=C3C#CC4=CC=CC=C42)CCOCCOCCOCCOCCNC(=O)CCCCC5C6C(CS5)NC(=O)N6)O)C

Dde Biotin-PEG4-DBCO is a bifunctional PROTAC linker designed to integrate a biotin handle with a strained-alkyne (DBCO) for efficient bioorthogonal conjugation, while the Dde motif supports orthogonal, protected amine chemistry in multi-step assembly. Its PEG-based spacer improves solubility and reduces steric constraints, facilitating reliable formation of targeted protein-degradation constructs. The detailed structural and reactivity characteristics are provided below.

Structure: The linker combines a PEG spacer with a Dde-protected functional group and a DBCO moiety, incorporating ether linkages that confer flexibility. It contains an alkyne-containing strained cyclooctyne core for cycloaddition and multiple heteroatoms that enable hydrogen-bonding and improved aqueous compatibility.

Reactivity: DBCO reacts via copper-free strain-promoted azide–alkyne cycloaddition under mild aqueous or mixed-solvent conditions, typically without added catalysts. The Dde protecting group is designed for selective deprotection using established acid-based or nucleophile-assisted conditions compatible with subsequent coupling steps. This orthogonal reactivity supports stepwise PROTAC synthesis, where conjugation and deprotection can be sequenced to minimize side reactions.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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