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B2059

Sigma-Aldrich

Biotin Polyethyleneoxide Iodoacetamide

Synonym(s):
Biotin PEO Iodoacetamide
Empirical Formula (Hill Notation):
C18H31IN4O5S
Molecular Weight:
542.43
MDL number:
PubChem Substance ID:
NACRES:
NA.32

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

Related Categories

General description

Biotin polyethyleneoxide (PEO) iodoacetamide is a sulfhydryl (thiol) specific biotinylation reagent.[1]

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.[2] It has been used for biotinylation of proteins for ELISA (enzyme-linked immunosorbent assay) competition and pull down experiments.[3][4]
  • 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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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