Amine-PEG3-Desthiobiotin

 CAS No.: 2237234-71-6  Cat No.: BP-501571  Purity: >95% 4.5  

Amine-PEG3-Desthiobiotin is a polyethylene glycol–based biotin analog bearing a terminal primary amine and a desthiobiotin (thioester-free biotin) recognition motif. Structurally, it combines a short, flexible PEG linker that improves aqueous solubility and reduces steric hindrance with the desthiobiotin headgroup that binds streptavidin or avidin with strong, reversible affinity. In PROTAC and targeted degradation workflows, this linker is useful for modular conjugation strategies: the amine handle enables attachment to electrophilic coupling partners or activated PROTAC scaffolds, while the desthiobiotin moiety can serve as an affinity “handle” for controlled assembly, capture, or enrichment of biotin-binding components during optimization. Its value lies in facilitating robust, water-compatible linker engineering and enabling streptavidin/avidin-mediated localization or purification steps that can improve experimental throughput and reproducibility in targeted protein degradation research.

Amine-PEG3-Desthiobiotin

Structure of 2237234-71-6

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Category
PROTAC Linker
Molecular Formula
C18H36N4O5
Molecular Weight
388.5
Appearance
Light yellow viscous liquid

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

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50 mg $499 In stock

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Purity
>95%
Appearance
Light yellow viscous liquid
Storage
Store at -20°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
N-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl]-6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]hexanamide
InChI Key
RDKKYGNEWXGKMS-JKSUJKDBSA-N
InChI
InChI=1S/C18H36N4O5/c1-15-16(22-18(24)21-15)5-3-2-4-6-17(23)20-8-10-26-12-14-27-13-11-25-9-7-19/h15-16H,2-14,19H2,1H3,(H,20,23)(H2,21,22,24)/t15-,16+/m0/s1
SMILES
CC1C(NC(=O)N1)CCCCCC(=O)NCCOCCOCCOCCN

Amine-PEG3-Desthiobiotin is a PEG-based biotin-mimetic linker designed to support targeted protein degradation workflows in PROTAC systems. Its flexible ethylene glycol segment enhances conjugation tolerance and can improve effective spatial presentation between binding and recruiting elements. The desthiobiotin motif provides a practical handle for affinity-based engagement, while the terminal amine enables robust coupling to complementary PROTAC fragments. Detailed structural and reactivity considerations are provided below.

Structure: The linker combines a terminal primary amine with a short poly(ethylene glycol) chain and a desthiobiotin-derived biotin analog. It contains ether linkages within the PEG segment, amide-forming functionality at the biotin core, and a heterocyclic sulfur-containing scaffold. Overall polarity and conformational flexibility support aqueous compatibility.

Reactivity: The terminal amine is suited for standard PROTAC assembly via amide-bond formation or related coupling strategies, typically using carboxylic-acid partners activated by common electrophiles (for example, carbodiimide/activator systems). Coupling is generally performed under mild base conditions in polar aprotic or mixed aqueous solvents to preserve linker integrity. The desthiobiotin portion is typically maintained without harsh conditions, enabling conjugation while retaining affinity-relevant features.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
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