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Biotin-PEG4-Dde-TAMRA-PEG3-Azide

  CAS No.: 2353409-56-8   Cat No.: BADC-01098   Purity: >98.0% 4.5  

Biotin-PEG4-Dde-TAMRA-PEG3-Azide is a cleavable 7 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

Biotin-PEG4-Dde-TAMRA-PEG3-Azide

Structure of 2353409-56-8

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Category
ADC Linker
Molecular Formula
C69H96N12O17S
Molecular Weight
1397.64
Shipping
Room temperature
Storage
Store at -20 °C, keep in dry and avoid sunlight.

* For research and manufacturing use only. We do not sell to patients.

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Popular Publications Citing BOC Sciences Products
Synonyms
Dde TAMRA Biotin Azide
IUPAC Name
5-[[3-[[3-[3-[[3-[2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]-1-(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)propylidene]amino]propylamino]-3-oxopropyl]-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]amino]-3-oxopropyl]carbamoyl]-2-[3-(dimethylamino)-6-iminoxanthen-9-yl]benzoic acid
Canonical SMILES
CC1(CC(=C(C(=O)C1)C(=NCCCNC(=O)CCN(CCOCCOCCOCCN=[N+]=[N-])C(=O)CCNC(=O)C2=CC(=C(C=C2)C3=C4C=CC(=N)C=C4OC5=C3C=CC(=C5)N(C)C)C(=O)O)CCOCCOCCOCCOCCNC(=O)CCCCC6C7C(CS6)NC(=O)N7)O)C
InChI
InChI=1S/C69H96N12O17S/c1-69(2)43-55(82)64(56(83)44-69)53(18-26-91-30-34-95-38-39-97-35-31-92-27-22-74-60(84)9-6-5-8-59-65-54(45-99-59)77-68(90)78-65)72-19-7-20-73-61(85)17-24-81(25-29-94-33-37-96-36-32-93-28-23-76-79-71)62(86)16-21-75-66(87)46-10-13-49(52(40-46)67(88)89)63-50-14-11-47(70)41-57(50)98-58-42-48(80(3)4)12-15-51(58)63/h10-15,40-42,54,59,65,70,82H,5-9,16-39,43-45H2,1-4H3,(H,73,85)(H,74,84)(H,75,87)(H,88,89)(H2,77,78,90)/t54-,59-,65-/m0/s1
InChIKey
BZMNWSIWUFJKEL-RKILTYLGSA-N
Solubility
10 mm in DMSO
Appearance
Solid
Shelf Life
0-4°C for short term (days to weeks), or -20°C for long term (months).
Shipping
Room temperature
Storage
Store at -20 °C, keep in dry and avoid sunlight.
Form
Solid

Biotin-PEG4-Dde-TAMRA-PEG3-Azide is a multifunctional chemical probe used extensively in bioconjugation and imaging studies. Here are some key applications of Biotin-PEG4-Dde-TAMRA-PEG3-Azide:

Protein Labeling and Affinity Purification: This reagent can be used for the biotinylation and subsequent purification of proteins. The biotin moiety enables strong binding to streptavidin- or avidin-coated surfaces, facilitating the isolation of target proteins. Meanwhile, the Dde (1-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)ethyl) protection group provides a reversible option for downstream applications.

Fluorescence Microscopy: The TAMRA (Tetramethylrhodamine) fluorophore in Biotin-PEG4-Dde-TAMRA-PEG3-Azide allows for high-resolution imaging in fluorescence microscopy. Researchers use this compound to visualize cellular components in live or fixed cells. Its bright red fluorescence is particularly useful for multi-color imaging experiments.

Click Chemistry Applications: The azide group in this molecule is reactive in click chemistry, facilitating the attachment of various alkyne-modified probes or molecules. This makes it a versatile tool for introducing functional groups into biomolecules under milder conditions. Researchers can track biological processes or modify biomolecules with high precision and efficiency.

Surface Functionalization: Biotin-PEG4-Dde-TAMRA-PEG3-Azide can be employed to functionalize surfaces for biosensor development. The biotin and azide functionalities allow for versatile conjugation to various sensor substrates, improving the capture and detection of analytes. This is particularly advantageous in the creation of highly sensitive and specific diagnostic tools.

What is Biotin-PEG4-Dde-TAMRA-PEG3-Azide used for in ADC development?

Biotin-PEG4-Dde-TAMRA-PEG3-Azide is a multifunctional linker that allows conjugation of antibodies to fluorescent tags or biotinylated molecules. It supports visualization, purification, and tracking of ADCs, enabling functional studies and quantification of conjugates.

11/9/2021

Dear BOC Sciences, could you explain how the Dde protecting group functions in this linker?

The Dde group temporarily protects the lysine side chain during conjugation, preventing undesired reactions. It can be selectively removed under mild conditions to expose the functional amine for further coupling, ensuring controlled site-specific modification.

27/4/2019

Dear BOC Sciences, what is the significance of TAMRA and biotin in this linker?

TAMRA provides fluorescent labeling for imaging and analytical purposes, while biotin enables affinity-based purification and detection using streptavidin systems. The dual functionality enhances experimental flexibility for ADC characterization.

2/7/2020

Dear BOC Sciences, how should Biotin-PEG4-Dde-TAMRA-PEG3-Azide be stored?

Store under desiccated conditions at low temperatures to prevent degradation. Avoid prolonged exposure to light to maintain TAMRA fluorescence, and limit moisture exposure to preserve azide reactivity for click chemistry conjugation.

4/8/2017

Good afternoon! Which documentation and analytical data are provided with Biotin-PEG4-Dde-TAMRA-PEG3-Azide?

Biotin-PEG4-Dde-TAMRA-PEG3-Azide is supplied with a certificate of analysis (CoA) detailing identity confirmation, structural information, and recommended handling. Analytical data typically include NMR, MS, and HPLC characterization to ensure traceable quality for conjugation and labeling experiments.

29/1/2022

— Dr. Jonathan White, Medicinal Chemist (UK)

Biotin-PEG4-Dde-TAMRA-PEG3-Azide enabled precise dual labeling for our ADC constructs.

2/7/2020

— Ms. Anna Hoffmann, Biochemist (Germany)

Excellent solubility and lot consistency allowed reproducible multi-step synthesis.

29/1/2022

— Dr. William Parker, Senior Scientist (USA)

High yields with minimal side products were observed across all trials.

4/8/2017

— Dr. Elise Moreau, Chemist (France)

Integration into our linker workflows was straightforward and reliable.

11/9/2021

— Dr. Mark Johnson, Research Scientist (USA)

The product facilitated innovative designs for dual-functionalized ADC linkers.

— Dr. Sophia Martinez, Bioconjugation Scientist (USA)

Biotin-PEG4-Dde-TAMRA-PEG3-Azide allowed efficient dual labeling of our biomolecules. Purity and reactivity were consistent and reliable.

27/5/2019

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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