Biotin-PEG4-N3

Base Information

• Chemical Name: Biotin-PEG4-N3
• CAS No.: 875770-34-6
• Molecular Formula: C18H32N6O5S
• Molecular Weight: 444.555
• Mol file: 875770-34-6.mol

Synonyms:Biotin-PEG4-N3;1H-Thieno[3,4-d]imidazole-4-pentanamide,N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]hexahydro-2-oxo-,(3aS,4S,6aR)-;Biotin-PEG4-azide;N-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethyl]biotinaMide;(+)-Biotin-PEG4-CH2CH2azide;(3aS,4S,6aR)-N-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide;Azide-PEG3-biotin conjugate;N-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethyl]hexahydro-2-oxo-(3aS,4S,6aR)- 1H-thieno[3,4-d ]imidazole-4-pentanamide

Chemical Property of Biotin-PEG4-N3

Chemical Property:

• Melting Point: 107.0 to 112.0 °C
• PSA: 179.95000
• LogP: 1.45036
• Storage Temp.: ?20°C
• Water Solubility.: Solubile in DMSO, DMF and water.

Purity/Quality:

98% ^*data from raw suppliers

N-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethyl]biotinamide >95.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Biotin-PEG3-azide is a PEGylated version of biotin-azide that is more hydrophilic due to the incorporation of a PEGylated spacer. It can be used to label terminal alkynes via copper-catalyzed click reactions or copper-free click reactions with cyclooctynes., Biotin-PEG3-azide has been used to non-enzymatically and covalently tag proteins, which can be separated and detected using common laboratory methods such as SDS-PAGE and Western blot. It can be used in combination with other protein tags. Biotin-PEG3-azide has also been used in nanostructured biointerfaces to study ligand and receptor spacing when there are different signaling molecules present.
• Uses: Biotinylation reagent for labeling alkyne containing molecules or biomolecules using either copper-catalyzed 1,3 dipolar cycloaddition click chemistry or copper-free click chemistry with cyclooctyne derivatives. The azide group reacts with alkynes to form a stable triazole linkage facilitating the introduction of biotin into your alkyne modified system of interest. This reaction is bioorthogonal or in other words compatible with biological systems in that it?s components do not react with the biological environment.

Technology Process of Biotin-PEG4-N3

There total 10 articles about Biotin-PEG4-N3 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

biotin N-Hydroxysuccinimide ester (35013-72-0) + 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine (134179-38-7) → N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]biotinamide (875770-34-6)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.chemphyslip.2015.03.004

Reference yield: 96.0%

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine (134179-38-7) + D-(+)-biotin 2-nitrophenyl ester (33755-53-2) → N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]biotinamide (875770-34-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol101801u

Reference yield: 91.0%

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine (134179-38-7) + biotin (58-85-5,22879-79-4) → N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]biotinamide (875770-34-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/ja805868x

upstream raw materials:

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine

biotin

N-(2-(2-(2-(2-amidoethoxy)ethoxy)ethoxy)ethoxy)biotinamide

biotin N-Hydroxysuccinimide ester

Downstream raw materials:

C₃₄H₄₉N₉O₈S₂

C₄₃H₆₁N₇O₁₁S

4-((E)-(5-(2-azidoethyl)-2-hydroxyphenyl)diazenyl)-N-(13-oxo-17-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-3,6,9-trioxa-12-azaheptadecyl)benzamide

4-(4-{6-[(4-methoxybenzyl)imino]-2,3,4,6-tetrahydrobenzo[e]pyrimido[1,2-c][1,3]thiazin-9-yl}benzoyl)benzyl {13-oxo-17-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-3,6,9-trioxa-12-azaheptadecyl}carbamate