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B2059

Sigma-Aldrich

Biotin Polyethyleneoxide Iodoacetamide

Sinonimo/i:

Biotin PEO Iodoacetamide

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About This Item

Formula empirica (notazione di Hill):
C18H31IN4O5S
Peso molecolare:
542.43
Numero MDL:
MFCD04974830
Codice UNSPSC:
12352119
ID PubChem:
24891627
NACRES:
NA.32

Descrizione

Sulfhydryl specific, water soluble biotinylation reagent

Forma fisica

powder

Solubilità

H2O: 10 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

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)
LWGLKVINXNMNJX-UHFFFAOYSA-N

Categorie correlate

Descrizione generale

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

Applicazioni

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.

Azioni biochim/fisiol

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.

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Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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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)
Beta-peptides with improved affinity for hDM2 and hDMX.
Harker EA, et al.
Bioorganic & Medicinal Chemistry, 17, 2038-2046 (2009)
A thermodynamic model for Nap1-histone interactions.
Andrews AJ, et al.
The Journal of Biological Chemistry, 283, 32412-32418 (2008)
Eric A Berg et al.
Cold Spring Harbor protocols, 2020(1), pdb-pdb (2020-01-04)
There are several techniques for biotinylating antibodies, from the most basic (using NHS-ester biotin to label primary amines) to more complex experiments (modifying sulfhydryls and carbohydrates). Biotinylation of free sulfhydryls, described here, can be effectively mediated using haloacetyl biotin derivatives.
Barbara Roman et al.
Journal of molecular and cellular cardiology, 144, 87-96 (2020-05-23)
In cardiomyocytes, there is microRNA (miR) in the mitochondria that originates from the nuclear genome and matures in the cytoplasm before translocating into the mitochondria. Overexpression of one such miR, miR-181c, can lead to heart failure by stimulating reactive oxygen

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