D-DESTHIOBIOTIN CAS 533-48-2

Introduction:Basic information about D-DESTHIOBIOTIN CAS 533-48-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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 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)
form Solid
pka4.77±0.10(Predicted)
color White to Off-White
InChIInChI=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
InChIKeyAUTOLBMXDDTRRT-UHFFFAOYSA-N
SMILESC1(=O)N[C@@H](C)[C@@H](CCCCCC(O)=O)N1

Safety Information

WGK Germany 3
Storage Class11 - Combustible Solids

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.
Biological ActivityDesthiobiotin is a non-sulfur containing biotin derivative th at binds less strongly to biotin-binding proteins and is easily dislocated by biotin.
IC 50Microbial Metabolite; Human Endogenous Metabolite
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

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