LC-LC(+)-Biotin

Base Information

• Chemical Name: LC-LC(+)-Biotin
• CAS No.: 89889-51-0
• Molecular Formula: C22H38N4O5S
• Molecular Weight: 470.62592
• Mol file: 89889-51-0.mol

Synonyms:LC-LC(+)-Biotin;6-[[6-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]iMidazol-4-yl]-1-oxopentyl]aMino]-1-oxohexyl]aMino]hexanoic Acid

Chemical Property of LC-LC(+)-Biotin

Chemical Property:

• Vapor Pressure: 1.52E-32mmHg at 25°C
• Melting Point: 185-195°C
• Boiling Point: 857.3°C at 760 mmHg
• PKA: 4.75±0.10(Predicted)
• Flash Point: 472.3°C
• PSA: 172.40000
• Density: 1.168g/cm³
• LogP: 3.79940
• Storage Temp.: -20°C Freezer

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-BiotinylcaproylaminocaproicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Biotin-LC-LC is a heterobiofunctional biotin PEG linker containing a carboxylic acid group. The extended spacer arm helps to minimize steric hindrance. With its uncharged, simple alkyl-chain spacer arm, this biotin compound is membrane-permeable and useful for intracellular labeling.

Technology Process of LC-LC(+)-Biotin

There total 5 articles about LC-LC(+)-Biotin 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: 72.2%

biotinamidocaproate N-hydroxysuccinimide ester (89889-52-1) + 6-aminohexanoic acid (60-32-2,93208-38-9) → D-biotinylaminohexanoylaminohexanoic acid (89889-51-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1080/10286020.2020.1760851

Reference yield:

N-(+)-biotinyl-6-aminocaproic acid (72040-64-3) + 6-aminohexanoic acid (60-32-2,93208-38-9) → D-biotinylaminohexanoylaminohexanoic acid (89889-51-0)

Guidance literature:

N-(+)-biotinyl-6-aminocaproic acid; With O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

6-aminohexanoic acid; In water; N,N-dimethyl-formamide; for 1h;

With hydrogenchloride; In ethanol; water; at 4 ℃; for 20h;

DOI:10.1021/om4003126

Reference yield:

biotin (58-85-5,22879-79-4) → D-biotinylaminohexanoylaminohexanoic acid (89889-51-0)

Guidance literature:

Multi-step reaction with 4 steps

1: dicyclohexyl-carbodiimide; dmap / N,N-dimethyl-formamide / 20 °C

2: triethylamine / N,N-dimethyl-formamide

3: dicyclohexyl-carbodiimide; dmap / N,N-dimethyl-formamide / 20 °C

4: triethylamine / N,N-dimethyl-formamide

With dmap; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1080/10286020.2020.1760851

upstream raw materials:

N-(+)-biotinyl-6-aminocaproic acid

6-aminohexanoic acid

biotin

biotinamidocaproate N-hydroxysuccinimide ester

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