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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:
533-48-2
Molecular Weight:
214.26
EC Number:
208-566-2
MDL number:
MFCD00213804
UNSPSC Code:
12352200
eCl@ss:
34058011
PubChem Substance ID:
24893431
NACRES:
NA.25

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

Related Categories

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Sudha Purushothaman et al.
PloS one, 3(5), e2320-e2320 (2008-05-30)
Fatty acids are indispensable constituents of mycolic acids that impart toughness & permeability barrier to the cell envelope of M. tuberculosis. Biotin is an essential co-factor for acetyl-CoA carboxylase (ACC) the enzyme involved in the synthesis of malonyl-CoA, a committed
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)
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
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