89889-51-0

Basic information

• Product Name: LC-LC(+)-Biotin
• 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;Biotin-XX, Free Acid [6-((6-((Biotinoyl)Amino)Hexanoyl)amino) Hexanoic Acid];Biotin-XX, 95%
• CAS NO: 89889-51-0
• Molecular Formula: C₂₂H₃₈N₄O₅S
• Molecular Weight: 470.62592
• EINECS: -0
• Product Categories: Biotin Derivatives;Cross Linking Reagents
• Mol File: 89889-51-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 185-195°C
• Boiling Point: 857.3°C at 760 mmHg
• Flash Point: 472.3°C
• Appearance: /
• Density: 1.168g/cm³
• Vapor Pressure: 1.52E-32mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: -20°C Freezer
• PKA: 4.75±0.10(Predicted)
• Stability: Moisture Sensitive
• CAS DataBase Reference: LC-LC(+)-Biotin(CAS DataBase Reference)
• NIST Chemistry Reference: LC-LC(+)-Biotin(89889-51-0)
• EPA Substance Registry System: LC-LC(+)-Biotin(89889-51-0)

Safety Data

• Hazardous Substances Data: 89889-51-0(Hazardous Substances Data)

Usage

Description

LC-LC(+)-Biotin is a heterobifunctional biotin PEG linker that features a carboxylic acid group. Its extended spacer arm is designed to reduce steric hindrance, and the uncharged, simple alkyl-chain spacer arm allows for membrane permeability. This biotin compound is particularly useful for intracellular labeling.

Uses

Used in Biochemical Research:
LC-LC(+)-Biotin is used as a research tool for intracellular labeling due to its membrane-permeable properties and ability to minimize steric hindrance.
Used in Drug Delivery Systems:
In the pharmaceutical industry, LC-LC(+)-Biotin is used as a component in drug delivery systems to enhance the targeting and delivery of therapeutic agents to specific cells or tissues, taking advantage of its biotin binding properties and PEGylation for improved stability and reduced immunogenicity.
Used in Diagnostic Applications:
In the medical diagnostics field, LC-LC(+)-Biotin is employed as a labeling agent for the detection and quantification of biomolecules, leveraging its biotin-strept(avidin) binding affinity for enhanced sensitivity and specificity in assays.

InChI:InChI=1/C22H38N4O5S/c27-18(23-14-8-2-4-12-20(29)30)10-3-1-7-13-24-19(28)11-6-5-9-17-21-16(15-32-17)25-22(31)26-21/h16-17,21H,1-15H2,(H,23,27)(H,24,28)(H,29,30)(H2,25,26,31)/t16-,17-,21-/m0/s1

Upstream product

• 72040-64-3 N-(+)-biotinyl-6-aminocaproic acid 
• 35013-72-0 biotin N-Hydroxysuccinimide ester 
• 89889-52-1 biotinamidocaproate N-hydroxysuccinimide ester 
• 60-32-2 6-aminohexanoic acid 
• 58-85-5 biotin 

Relevant articles and documents

Synthesis and in?vitro anticancer activities of biotinylated derivatives of glaucocalyxin A and oridonin

Fourteen glaucocalyxin A biotinylated derivatives, one glaucocalyxin C biotinylated derivative, and two oridonin biotinylated derivatives were designed and synthesized. Their structures were confirmed from 1H NMR, 13C NMR and HRMS data. The derivatives were evaluated for cytotoxic activities against lung (A549), cervical cancer cell line HeLa derivative (KB), multidrug-resistant KB subline (KB-VIN), triple-negative breast (MDA-MB-231), and estrogen receptor-positive breast (MCF-7) cancer cell lines. (Figure presented.).