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Details

Stereochemistry RACEMIC
Molecular Formula C10H18N2O3
Molecular Weight 214.2615
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DESTHIOBIOTIN, (±)-

SMILES

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

InChI

InChIKey=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

HIDE SMILES / InChI

Molecular Formula C10H18N2O3
Molecular Weight 214.2615
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Interaction-dependent PCR: identification of ligand-target pairs from libraries of ligands and libraries of targets in a single solution-phase experiment.
2010-11-10
Overexpression of biotin synthase and biotin ligase is required for efficient generation of sulfur-35 labeled biotin in E. coli.
2010-10-11
Protein trans-splicing on an M13 bacteriophage: towards directed evolution of a semisynthetic split intein by phage display.
2010-10
A selective assay to detect chitin and biologically active nano-machineries for chitin-biosynthesis with their intrinsic chitin-synthase molecules.
2010-09-07
Blood-to-retina transport of biotin via Na+-dependent multivitamin transporter (SMVT) at the inner blood-retinal barrier.
2010-09
The protein network surrounding the human telomere repeat binding factors TRF1, TRF2, and POT1.
2010-08-25
Selenocysteine, pyrrolysine, and the unique energy metabolism of methanogenic archaea.
2010-08-17
Structural characterization of the Mycobacterium tuberculosis biotin biosynthesis enzymes 7,8-diaminopelargonic acid synthase and dethiobiotin synthetase .
2010-08-10
Superpose3D: a local structural comparison program that allows for user-defined structure representations.
2010-08-05
Affinity recovery of lentivirus by diaminopelargonic acid mediated desthiobiotin labelling.
2010-07-15
Phosphorylation and methylation of proteasomal proteins of the haloarcheon Haloferax volcanii.
2010-07-08
Synthesis of 5-hydroxyectoine from ectoine: crystal structure of the non-heme iron(II) and 2-oxoglutarate-dependent dioxygenase EctD.
2010-05-14
Time-resolved structural studies of protein reaction dynamics: a smorgasbord of X-ray approaches.
2010-03
A combined computational and experimental investigation of the [2Fe-2S] cluster in biotin synthase.
2010-02
Lactococcus lactis, an alternative system for functional expression of peripheral and intrinsic Arabidopsis membrane proteins.
2010-01-20
Prokaryotic ubiquitin-like protein (Pup) proteome of Mycobacterium tuberculosis [corrected] .
2010-01-06
Sequestosome-1/p62 is the key intracellular target of innate defense regulator peptide.
2009-12-25
A complex between biotin synthase and the iron-sulfur cluster assembly chaperone HscA that enhances in vivo cluster assembly.
2009-11-17
The vitamin B1 metabolism of Staphylococcus aureus is controlled at enzymatic and transcriptional levels.
2009-11-03
Versatile dual reporter gene systems for investigating stop codon readthrough in plants.
2009-10-09
Adjustable ellipsoid nanoparticles assembled from re-engineered connectors of the bacteriophage phi29 DNA packaging motor.
2009-08-25
The interactome of the amyloid beta precursor protein family members is shaped by phosphorylation of their intracellular domains.
2009-07-14
Differences between CusA and AcrB crystallisation highlighted by protein flexibility.
2009-07-10
Protein residues that control the reaction trajectory in S-adenosylmethionine radical enzymes: mutagenesis of asparagine 153 and aspartate 155 in Escherichia coli biotin synthase.
2009-03-24
Structural insight into nucleotide recognition by human death-associated protein kinase.
2009-03
Vitreal pharmacokinetics of biotinylated ganciclovir: role of sodium-dependent multivitamin transporter expressed on retina.
2009-02
Fabrication of massive sheets of single layer patterned arrays using lipid directed reengineered phi29 motor dodecamer.
2009-01-27
A novel Ecotin-Ubiquitin-Tag (ECUT) for efficient, soluble peptide production in the periplasm of Escherichia coli.
2009-01-21
Catalytic inhibition of topoisomerase II by a novel rationally designed ATP-competitive purine analogue.
2009-01-07
Selection of smart small-molecule ligands: the proof of principle.
2009-01-01
Poisoning pyridoxal 5-phosphate-dependent enzymes: a new strategy to target the malaria parasite Plasmodium falciparum.
2009
Enzyme activities and subcellular localization of members of the Arabidopsis glutathione transferase superfamily.
2009
Repetitive architecture of the Haemophilus influenzae Hia trimeric autotransporter.
2008-12-26
Growth of Yersinia pseudotuberculosis in human plasma: impacts on virulence and metabolic gene expression.
2008-12-03
Directed evolution of streptavidin variants using in vitro compartmentalization.
2008-09-22
9-Mercaptodethiobiotin is formed as a competent catalytic intermediate by Escherichia coli biotin synthase.
2008-09-02
Ligand specificity of group I biotin protein ligase of Mycobacterium tuberculosis.
2008-05-28
Importance of the maintenance pathway in the regulation of the activity of Escherichia coli ribonucleotide reductase.
2008-04-01
Stochastic resonance reveals "pilot light" expression in mammalian genes.
2008-03-26
The assembly of the plasmodial PLP synthase complex follows a defined course.
2008-03-19
Loss of iron-sulfur clusters from biotin synthase as a result of catalysis promotes unfolding and degradation.
2008-03-01
Fluorescence labeling of a cytokine with desthiobiotin-tagged fluorescent puromycin.
2008-03
Purification of His-tagged proteins with [desthiobiotin-BSA-EDTA] conjugates exhibiting resistance to EDTA.
2008-03
A bifunctional locus (BIO3-BIO1) required for biotin biosynthesis in Arabidopsis.
2008-01
Quorum sensing primes the oxidative stress response in the insect endosymbiont, Sodalis glossinidius.
2008
A novel tandem affinity purification strategy for the efficient isolation and characterisation of native protein complexes.
2007-12
In vivo resolution of conflicting in vitro results: synthesis of biotin from dethiobiotin does not require pyridoxal phosphate.
2007-11
Method for screening and MALDI-TOF MS sequencing of encoded combinatorial libraries.
2007-10-01
Quantitative multiplex detection of plant pathogens using a novel ligation probe-based system coupled with universal, high-throughput real-time PCR on OpenArrays.
2007-08-14
New pleiotropic effects of eliminating a rare tRNA from Streptomyces coelicolor, revealed by combined proteomic and transcriptomic analysis of liquid cultures.
2007-08-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:11:09 GMT 2025
Edited
by admin
on Mon Mar 31 22:11:09 GMT 2025
Record UNII
I64P0B487B
Record Status Validated (UNII)
Record Version
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Name Type Language
DESTHIOBIOTIN, (±)-
Common Name English
NSC-203773
Preferred Name English
4-IMIDAZOLIDINEHEXANOIC ACID, 5-METHYL-2-OXO-, (4R,5S)-REL-
Systematic Name English
NSC-3085
Code English
DL-DETHIOBIOTIN
Common Name English
(±)-DESTHIOBIOTIN
Common Name English
4-IMIDAZOLIDINEHEXANOIC ACID, 5-METHYL-2-OXO-, CIS-(±)-
Common Name English
DESTHIOBIOTIN, DL-
Common Name English
DL-DESTHIOBIOTIN
Common Name English
Code System Code Type Description
NSC
203773
Created by admin on Mon Mar 31 22:11:09 GMT 2025 , Edited by admin on Mon Mar 31 22:11:09 GMT 2025
PRIMARY
CAS
15720-25-9
Created by admin on Mon Mar 31 22:11:09 GMT 2025 , Edited by admin on Mon Mar 31 22:11:09 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY
FDA UNII
I64P0B487B
Created by admin on Mon Mar 31 22:11:09 GMT 2025 , Edited by admin on Mon Mar 31 22:11:09 GMT 2025
PRIMARY
NSC
3085
Created by admin on Mon Mar 31 22:11:09 GMT 2025 , Edited by admin on Mon Mar 31 22:11:09 GMT 2025
PRIMARY
CAS
636-20-4
Created by admin on Mon Mar 31 22:11:09 GMT 2025 , Edited by admin on Mon Mar 31 22:11:09 GMT 2025
PRIMARY