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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
Pricing and availability is not currently available.

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

Storage Class Code

13 - Non 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

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Certificates of Analysis (COA)

Lot/Batch Number
113K5003
083K5008

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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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