5-(Biotinamido)pentylazide

 CAS No.: 1349190-76-6  Cat No.: BP-501303  Purity: >95% 4.5  

5-(Biotinamido)pentylazide is a functionalized linker reagent combining a terminal azide handle with a biotin amide moiety connected through a five-carbon spacer. Structurally, it provides a flexible alkyl chain that separates the biotin-binding region from the azide, enabling efficient chemical conjugation while preserving accessibility of the biotin for avidin/streptavidin recognition. In PROTAC and targeted protein degradation workflows, such bifunctional linkers are useful for assembling conjugates where an azide-bearing group can be coupled to complementary partners via azide–alkyne cycloaddition or related bioorthogonal strategies, while the biotin unit can serve as a modular affinity tag for capture, enrichment, or immobilization of PROTAC intermediates and degraders. This dual functionality supports streamlined synthesis, purification, and analytical tracking of degradation constructs, improving experimental throughput and facilitating studies that require controlled stoichiometry and robust immobilization of PROTAC components.

5-(Biotinamido)pentylazide

Structure of 1349190-76-6

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PROTAC Linker
Molecular Formula
C15H26N6O2S
Molecular Weight
354.47

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

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Purity
>95%
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(5-azidopentyl)pentanamide
InChI Key
HGHJIFNOKMTXHY-OBJOEFQTSA-N
InChI
InChI=1S/C15H26N6O2S/c16-21-18-9-5-1-4-8-17-13(22)7-3-2-6-12-14-11(10-24-12)19-15(23)20-14/h11-12,14H,1-10H2,(H,17,22)(H2,19,20,23)/t11-,12-,14-/m0/s1
SMILES
C1C2C(C(S1)CCCCC(=O)NCCCCCN=[N+]=[N-])NC(=O)N2

5-(Biotinamido)pentylazide is a functional PROTAC linker building block combining an azide handle with a biotinamide-terminated tether. Its azide group enables efficient bioorthogonal conjugation strategies, while the biotinamide motif supports preparative workflows where affinity tags or controlled attachment of targeting modules are advantageous. This linker is well suited for constructing degraders that require modular assembly and robust coupling chemistry; the detailed structural and reactivity considerations are provided below.

Structure: The molecule contains a terminal azide functionality and a flexible alkyl spacer terminating in a biotinamide group. It features amide linkage(s) that confer hydrogen-bonding capability, and an azide moiety that is relatively stable under non-reducing conditions. Overall, it combines polar amide character with a hydrophobic tether.

Reactivity: The azide group is designed for azide–alkyne cycloaddition or related azide-based conjugation approaches under mild, aqueous-compatible conditions commonly used in PROTAC assembly. Typical workflows employ copper(I) catalysis or copper-free strain-promoted variants, with appropriate ligands to manage catalyst compatibility and minimize side reactions. Solvents such as polar organics mixed with buffered aqueous media are often used, and reaction progress is monitored by standard analytical methods.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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