D-DESTHIOBIOTIN

D-DESTHIOBIOTIN Basic information
Product Name:D-DESTHIOBIOTIN
Synonyms:5-METHYL-2-OXO-4-IMIDAZOLINE-CAPROIC ACID;DL-DESTHIOBIOTIN;CAS_533-48-2;D-DESTHIOBIOTIN;DESTHIOBIOTIN;(4R-cis)-5-methyl-2-oxoimidazolidine-4-hexanoic acid;6-(5-methyl-2-oxo-imidazolidin-4-yl)hexanoic acid;Dethiobiotin
CAS:533-48-2
MF:C10H18N2O3
MW:214.26
EINECS:208-566-2
Product Categories:
Mol File:533-48-2.mol
D-DESTHIOBIOTIN Structure
D-DESTHIOBIOTIN Chemical Properties
Melting point 156-158°
alpha D21 +10.7° (c = 2)
Boiling point 354.4°C (rough estimate)
density 1.1404 (rough estimate)
refractive index 1.4550 (estimate)
storage temp. 2-8°C
solubility Aqueous Base (Slightly), DMSO (Slightly)
pka4.77±0.10(Predicted)
form Solid
color White to Off-White
InChIKeyAUTOLBMXDDTRRT-UHFFFAOYSA-N
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
D-DESTHIOBIOTIN Usage And Synthesis
UsesD-Desthiobiotin is an analogue of Biotin (B389040) that binds less tightly to biotin-binding proteins such as Avidin and is easily displaced by Biotin.
DefinitionChEBI: (4R,5S)-dethiobiotin is the (4R,5S)-isomer of dethiobiotin. It is a conjugate acid of a (4R,5S)-dethiobiotin(1-). It is an enantiomer of a (4S,5R)-dethiobiotin.
Purification MethodsDissolve desthiobiotin in 0.5% Na2CO3, filter, acidify with HCl to Congo Red, concentrate to a small volume (2-3 mL) to give fine needles, filter it off and recrystallise it twice from H2O, m 157-158o. It also crystallises from 95% EtOH. The methyl ester crystallises from MeOH and sublimes at 100o/high vacuum, m 69-70o, [] D +2.6o (c 2, CHCl3). [Melville et al. Science 98 497 1943, J Am Chem Soc 66 1422 1944, Beilstein 25 III/IV 1543.]
D-DESTHIOBIOTIN Preparation Products And Raw materials
Preparation ProductsDESTHIOBIOTIN N-HYDROXYSUCCINIMIDYL ESTER
N1-(DIMETHOXYTRITYL)-D-(+)BIOTIN 2-NITROPHENYL ESTER BIOTIN-ALPHA-L-FUCOSIDE BIOTIN-ALPHA-D-MANNOPYRANOSIDE ALPHA1-3,ALPHA1-6-MANNOTRIOSE-BIOTIN ALPHA-1,3-GALACTOBIOSE BIOTIN BIOTIN-4-FLUORESCEIN D-DESTHIOBIOTIN TIMTEC-BB SBB005354 D-[CARBONYL-14C]BIOTIN CHEMBRDG-BB 5190711 BIOTIN METHYL ESTER N1-(4-(T-BUTYL)BENZOYL)-D-(+)BIOTIN 2-NITROPHENYL ESTER BIOTIN, [8,9-3H(N)] D-[8,9-3H] BIOTIN D-(+)BIOTIN 2-NITROPHENYL ESTER Sulfo-NHS-Biotin 4-(4-CARBOXYBUTYL)-3A,4,6,6A-TETRAHYDROTHIENO[4,5-C]IMIDAZOLIDINE (+)-BIOTIN 2-NITRO-4-SULFOPHENYL ESTER

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