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ChemicalBook--->CAS DataBase List--->533-48-2

533-48-2

533-48-2 Structure

533-48-2 Structure
IdentificationBack Directory
[Name]

D-DESTHIOBIOTIN
[CAS]

533-48-2
[Synonyms]

CAS_533-48-2
Dethiobiotin
DESTHIOBIOTIN
D-DESTHIOBIOTIN
DL-DESTHIOBIOTIN
Desulfurized biotin
D-DESTHIOBIOTIN USP/EP/BP
d-Desthiobiotin >=98% (TLC)
5-METHYL-2-OXO-4-IMIDAZOLINE-CAPROIC ACID
5-Methyl-2-oxo-4-imidazolidinehexanoic acid
6-(5-methyl-2-oxo-imidazolidin-4-yl)hexanoic acid
(4R)-2-Oxo-5α-methylimidazolidine-4α-hexanoic acid
(4R-cis)-5-methyl-2-oxoimidazolidine-4-hexanoic acid
4-Imidazolidinehexanoic acid, 5-methyl-2-oxo-, (4R,5S)-
[4R,5S,(+)]-5-Methyl-2-oxo-4-imidazolidinehexanoic acid
6-((4R,5S)-5-Methyl-2-oxoiMidazolidin-4-yl)hexanoic acid
[EINECS(EC#)]

208-566-2
[Molecular Formula]

C10H18N2O3
[MDL Number]

MFCD00213804
[MOL File]

533-48-2.mol
[Molecular Weight]

214.26
Chemical PropertiesBack Directory
[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
[pka]

4.77±0.10(Predicted)
[color ]

White to Off-White
[InChIKey]

AUTOLBMXDDTRRT-UHFFFAOYSA-N
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

D-Desthiobiotin is an analogue of Biotin (B389040) that binds less tightly to biotin-binding proteins such as Avidin and is easily displaced by Biotin.
[Definition]

ChEBI: (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.
[storage]

Store at 2-8°C
[Purification Methods]

Dissolve 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.]
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