D1411
d-Desthiobiotin
≥98% (TLC)
Synonym(s):
5-Methyl-2-oxo-4-imidazolidinehexanoic acid
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All Photos(3)
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
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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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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
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
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
A Selective Chemical Probe for Coenzyme-A Requiring Enzymes.
Hwang, Y., et al.
Angewandte Chemie (International Edition in English), 119(40), 7765-7768 (2007)
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
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