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Key Documents

D1411

Sigma-Aldrich

d-Desthiobiotin

≥98% (TLC)

Synonym(s):

5-Methyl-2-oxo-4-imidazolidinehexanoic acid

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About This Item

Empirical Formula (Hill Notation):
C10H18N2O3
CAS Number:
Molecular Weight:
214.26
EC Number:
MDL number:
UNSPSC Code:
12352200
eCl@ss:
34058011
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98% (TLC)

form

powder

storage temp.

2-8°C

SMILES string

C[C@@H]1NC(=O)N[C@@H]1CCCCCC(O)=O

InChI

1S/C10H18N2O3/c1-7-8(12-10(15)11-7)5-3-2-4-6-9(13)14/h7-8H,2-6H2,1H3,(H,13,14)(H2,11,12,15)/t7-,8+/m0/s1

InChI key

AUTOLBMXDDTRRT-JGVFFNPUSA-N

Application

d-Desthiobiotin has been used as a component of elution buffers:
  • to elute the precipitated proteins from the resin during coimmunoprecipitation
  • to elute human Cdc45–MCM–GINS (CMG) helicase during chromatographic protein purification
  • to elute the heterodimeric kinesin family member 3A/B (KIF3A/B) and kinesin associated protein 3 (KAP3)-binding APC armadillo (APCARM) domain during chromatographic purification

d-Desthiobiotin is used in affinity chromatography and protein chromatography. d-Desthiobiotin can be used for protein labeling, detection and isolation.

Biochem/physiol Actions

Desthiobiotin is a non-sulfur containing biotin derivative that binds less strongly to biotin-binding proteins and is easily dislocated by biotin.

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

Certificates of Analysis (COA)

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Akihiko Sakamoto et al.
Journal of bioscience and bioengineering, 105(3), 238-242 (2008-04-10)
Fluorescence labeling of a cytokine at a specific site is required for observing cytokine-receptor interactions in living cells at the single-molecule level. Here, we demonstrated the C-terminus-specific fluorescence labeling of histidine-tagged thrombopoietin (TPO), a ligand for Mpl, with desthiobiotin-tagged fluorescent
S Voss et al.
Protein engineering, 10(8), 975-982 (1997-08-01)
The Strep-tag, an artificial peptide ligand of streptavidin, has gained use as an affinity handle for the purification and detection of recombinant fusion proteins. In an attempt to achieve tighter complexation of the peptide, streptavidin was engineered and the amino
A Selective Chemical Probe for Coenzyme-A Requiring Enzymes.
Hwang, Y., et al.
Angewandte Chemie (International Edition in English), 119(40), 7765-7768 (2007)
M Sárdy et al.
Clinical chemistry, 45(12), 2142-2149 (1999-12-10)
Tissue transglutaminase (TGc) has recently been identified as the major, if not the sole, autoantigen of gluten-sensitive enteropathy (GSE). We developed and validated an ELISA based on the human recombinant antigen and compared it to existing serological tests for GSE
Bi-Huang Hu et al.
Analytical chemistry, 79(19), 7275-7285 (2007-08-24)
We describe a new method for encoded synthesis, efficient on-resin screening, and rapid unambiguous sequencing of combinatorial peptide libraries. An improved binary tag system for encoding peptide libraries during synthesis was designed to facilitate unequivocal assignment of isobaric residues by

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