D1411
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
PubChem Substance ID:
eCl@ss:
34058011
UNSPSC Code:
12352200
NACRES:
NA.25
EC Number:
208-566-2
MDL number:
Product Name
d-Desthiobiotin, ≥98% (TLC)
InChI key
AUTOLBMXDDTRRT-JGVFFNPUSA-N
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
SMILES string
C[C@@H]1NC(=O)N[C@@H]1CCCCCC(O)=O
assay
≥98% (TLC)
form
powder
storage temp.
2-8°C
Quality Level
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
Rocio Rodriguez-Melendez et al.
The Journal of nutrition, 133(5), 1259-1264 (2003-05-06)
In mammals, biotin serves as a coenzyme for carboxylases such as propionyl-CoA carboxylase. The expression of genes encoding interleukin-2 (IL-2) and IL-2 receptor (IL-2R)gamma also depends on biotin. Biotin metabolites are structurally similar to biotin, and their concentrations in tissues
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