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Merck
CN

B2059

Biotin Polyethyleneoxide Iodoacetamide

Synonym(s):

Biotin PEO Iodoacetamide

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About This Item

Empirical Formula (Hill Notation):
C18H31IN4O5S
Molecular Weight:
542.43
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352119
MDL number:
Form:
powder
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description

Sulfhydryl specific, water soluble biotinylation reagent

Quality Level

form

powder

solubility

H2O: 10 mg/mL

storage temp.

2-8°C

SMILES string

ICC(=O)NCCOCCOCCNC(=O)CCCCC1SCC2NC(=O)NC12

InChI

1S/C18H31IN4O5S/c19-11-16(25)21-6-8-28-10-9-27-7-5-20-15(24)4-2-1-3-14-17-13(12-29-14)22-18(26)23-17/h13-14,17H,1-12H2,(H,20,24)(H,21,25)(H2,22,23,26)

InChI key

LWGLKVINXNMNJX-UHFFFAOYSA-N

General description

Biotin polyethyleneoxide (PEO) iodoacetamide is a sulfhydryl (thiol) specific biotinylation reagent.

Application

Biotin Polyethyleneoxide Iodoacetamide has been used as a thiol reactive reagent to demonstrate the presence of free thiols in capsid protein L1 of human papillomavirus 16. It has been used for biotinylation of proteins for ELISA (enzyme-linked immunosorbent assay) competition and pull down experiments.
  • Incorporates a 12 atom hydrophilic spacer.
  • Typically coupled to sulfhydryl groups at pH 7.5 - 8.5
  • Especially useful for cysteine labeling in many proteomics type applications such as peptide mapping and mass spectrometry.

Biochem/physiol Actions

Biotin polyethyleneoxide (PEO) iodoacetamide group reacts specifically with reduced thiols at pH 7.5 - 8.5. Peptides and small molecules containing thiol groups may also be labeled using this reagent. The biotin PEO iodoacetamide enables tagging of cysteine residues and conjugation to sulfhydryls in proteins making it useful in proteomics, peptide mapping, phosphopeptide analysis, and mass spectrometry.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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A thermodynamic model for Nap1-histone interactions.
Andrews AJ, et al.
The Journal of Biological Chemistry, 283, 32412-32418 (2008)
Beta-peptides with improved affinity for hDM2 and hDMX.
Harker EA, et al.
Bioorganic & Medicinal Chemistry, 17, 2038-2046 (2009)
Thiol-reactive reagents inhibits intracellular trafficking of human papillomavirus type 16 pseudovirions by binding to cysteine residues of major capsid protein L1.
Ishii Y, et al.
Virology Journal, 4, 110-110 (2007)



Global Trade Item Number

SKUGTIN
B2059-50MG04061833288955