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Merck
CN

D2192

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
UNSPSC Code:
12352200
PubChem Substance ID:
24893652
MDL number:
MFCD06202009

Key Documents

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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)

SMILES string

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

InChI key

DBOWCCSTSCXTEL-UHFFFAOYSA-N

assay

≥90% (HPLC)

form

powder

solubility

H2O: 10 mg/mL

storage temp.

2-8°C

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

signalword

Warning

Hazard Classifications

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

Storage Class

13 - Non 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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Certificates of Analysis (COA)

Lot/Batch Number
113K5003
083K5008

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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
Advances in proteome analysis by mass spectrometry.
T J Griffin et al.
The Journal of biological chemistry, 276(49), 45497-45500 (2001-10-05)
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
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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