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D2192

Sigma-Aldrich

Desthiobiotin polyethyleneoxide Iodoacetamide

≥90% (HPLC)

Synonym(s):

Desthiobiotin PEO iodoacetamide

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About This Item

Empirical Formula (Hill Notation):
C21H38IN5O6
Molecular Weight:
583.46
MDL number:
MFCD06202009
UNSPSC Code:
12352200
PubChem Substance ID:
24893652

Assay

≥90% (HPLC)

form

powder

solubility

H2O: 10 mg/mL

storage temp.

2-8°C

SMILES string

CC1NC(=O)NC1CCCCCC(=O)NCCC(=O)NCCOCCOCCNC(=O)CI

InChI

1S/C21H38IN5O6/c1-16-17(27-21(31)26-16)5-3-2-4-6-18(28)23-8-7-19(29)24-9-11-32-13-14-33-12-10-25-20(30)15-22/h16-17H,2-15H2,1H3,(H,23,28)(H,24,29)(H,25,30)(H2,26,27,31)

InChI key

DBOWCCSTSCXTEL-UHFFFAOYSA-N

Application

Especially useful for cysteine labeling in many proteomics applications such as peptide mapping and mass spectrometry.

Features and Benefits

  • Easily eluted from streptavidin or avidin affinity matrices under mild conditions
  • Incorportates a 16 atom hydrophilic spacer
  • Typically coupled to sulfhydryl groups at pH 7.5 - 8.5

Other Notes

Sulfhydryl specific, water soluble biotinylation reagent.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T P Conrads et al.
Analytical chemistry, 73(9), 2132-2139 (2001-05-17)
We describe the combined use of 15N-metabolic labeling and a cysteine-reactive biotin affinity tag to isolate and quantitate cysteine-containing polypeptides (Cys-polypeptides) from Deinococcus radiodurans as well as from mouse B16 melanoma cells. D. radiodurans were cultured in both natural isotopic
Advances in proteome analysis by mass spectrometry.
T J Griffin et al.
The Journal of biological chemistry, 276(49), 45497-45500 (2001-10-05)
Michael B Goshe et al.
Journal of proteome research, 2(2), 153-161 (2003-04-29)
The ability to identify and quantitate integral membrane proteins is an analytical challenge for mass spectrometry-based proteomics. The use of surfactants to solubilize and facilitate derivatization of these proteins can suppress peptide ionization and interfere with chromatographic separations during microcapillary
Emily Turner-Brannen et al.
Arthritis research & therapy, 13(4), R129-R129 (2011-08-13)
Innate defence regulator (IDR) peptides are synthetic cationic peptides, variants of naturally occurring innate immune effector molecules known as host defence peptides. IDR peptides were recently demonstrated to limit infection-associated inflammation selectively without compromising host innate immune functions. This study

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