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 |
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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 |
| pka | 4.77±0.10(Predicted) |
| color | White to Off-White |
| InChI | 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 |
| InChIKey | AUTOLBMXDDTRRT-UHFFFAOYSA-N |
| SMILES | C1(=O)N[C@@H](C)[C@@H](CCCCCC(O)=O)N1 |
Safety Information
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
D-DESTHIOBIOTIN Usage And Synthesis
| 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. |
| Biological Activity | Desthiobiotin is a non-sulfur containing biotin derivative th at binds less strongly to biotin-binding proteins and is easily dislocated by biotin. |
| IC 50 | Microbial Metabolite; Human Endogenous Metabolite |
| 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.] |
D-DESTHIOBIOTIN Preparation Products And Raw materials
| Preparation Products | DESTHIOBIOTIN N-HYDROXYSUCCINIMIDYL ESTER |